QSAR Modelling of Carcinogenicity by Balance of Correlations

1

Supplementary materials

QSAR modelling of carcinogenicity by balance of correlations

A.A. Toropov*,1,2, A.P. Toropova1,2 and E. Benfenati2, A. Manganaro2

1)Institute of Geology and Geophysics, 100041, Khodzhibaev St. 49, Tashkent, Uzbekistan

2)Istituto di Ricerche FarmacologicheMario Negri, 20156, Via La Masa 19, Milano, Italy

TABLE 1

Total list of SMILES attributes and correlation weights of the attributes obtained in three probes of the Monte Carlo optimization for LimS=6. Blocked SAk have CW(SAk) = 1. NTRN, NCLB, and NTST are numbers of the SAk in the training set, calibration set, and test set.

ID / SAk / CW(SAk)
Probe 1 / CW(SAk)
Probe 2 / CW(SAk)
Probe 3 / NTRN / NCLB / NTST
1 / !-01______/ 1.0 / 1.0 / 1.0 / 4 / 6 / 0
2 / !-02______/ 1.0087289 / 1.0089263 / 1.0088510 / 11 / 8 / 3
3 / !-03______/ 1.0183366 / 1.0204664 / 1.0165130 / 11 / 15 / 3
4 / !-04______/ 1.0049174 / 1.0034586 / 1.0035252 / 21 / 22 / 5
5 / !-05______/ 1.0124431 / 1.0151748 / 1.0110878 / 13 / 7 / 7
6 / !-06______/ 1.0135230 / 1.0173163 / 1.0123036 / 11 / 8 / 7
7 / !-07______/ 1.0 / 1.0 / 1.0 / 3 / 4 / 1
8 / !-08______/ 1.0 / 1.0 / 1.0 / 4 / 2 / 2
9 / !-09______/ 1.0 / 1.0 / 1.0 / 1 / 8 / 0
10 / !-10______/ 1.0 / 1.0 / 1.0 / 1 / 2 / 2
11 / !-11______/ 1.0 / 1.0 / 1.0 / 0 / 2 / 1
12 / !-12______/ 1.0 / 1.0 / 1.0 / 1 / 3 / 1
13 / !-13______/ 1.0 / 1.0 / 1.0 / 0 / 2 / 0
14 / !-15______/ 1.0 / 1.0 / 1.0 / 4 / 2 / 0
15 / !-16______/ 1.0 / 1.0 / 1.0 / 0 / 0 / 1
16 / !-18______/ 1.0 / 1.0 / 1.0 / 1 / 1 / 0
17 / !-19______/ 1.0 / 1.0 / 1.0 / 3 / 0 / 0
18 / !-20______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 1
19 / !-21______/ 1.0 / 1.0 / 1.0 / 3 / 1 / 0
20 / !-22______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 1
21 / !-24______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
22 / !-25______/ 1.0 / 1.0 / 1.0 / 2 / 0 / 0
23 / !-27______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
24 / !000______/ 1.0055515 / 1.0098419 / 1.0054575 / 8 / 6 / 0
25 / !001______/ 1.0 / 1.0 / 1.0 / 3 / 3 / 1
26 / !002______/ 1.0 / 1.0 / 1.0 / 5 / 3 / 2
27 / !003______/ 0.9925535 / 0.9927153 / 0.9941525 / 7 / 6 / 2
28 / !004______/ 1.0056031 / 1.0069744 / 1.0064619 / 10 / 8 / 2
29 / !005______/ 1.0052643 / 1.0033895 / 1.0029644 / 9 / 13 / 6
30 / !006______/ 1.0137113 / 1.0163914 / 1.0152900 / 8 / 5 / 1
31 / !007______/ 1.0 / 1.0 / 1.0 / 3 / 3 / 4
32 / !008______/ 1.0 / 1.0 / 1.0 / 4 / 5 / 2
33 / !009______/ 1.0 / 1.0 / 1.0 / 4 / 6 / 1
34 / !010______/ 1.0106548 / 1.0127907 / 1.0098846 / 6 / 8 / 3
35 / !011______/ 1.0 / 1.0 / 1.0 / 2 / 1 / 0
36 / !012______/ 1.0 / 1.0 / 1.0 / 4 / 5 / 2
37 / !015______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
38 / !016______/ 1.0 / 1.0 / 1.0 / 1 / 1 / 0
39 / !020______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
40 / #______/ 1.0 / 1.0 / 1.0 / 2 / 5 / 0
41 / (______/ 0.9974955 / 0.9945572 / 1.0028235 / 145 / 144 / 46
42 / +______/ 0.9865035 / 0.9879624 / 1.0107665 / 25 / 32 / 11
43 / -______/ 0.9989974 / 1.0010248 / 1.0010451 / 25 / 32 / 11
44 / /______/ 1.0044457 / 0.9969070 / 0.9891042 / 18 / 9 / 3
45 / 1______/ 0.9995064 / 1.0020464 / 0.9958621 / 119 / 116 / 38
46 / 2______/ 0.9963593 / 0.9996854 / 0.9996528 / 68 / 67 / 22
47 / 3______/ 0.9967049 / 1.0043937 / 1.0041100 / 34 / 29 / 7
48 / 4______/ 1.0197445 / 1.0259297 / 1.0202993 / 12 / 9 / 2
49 / 5______/ 0.9900904 / 0.9983730 / 0.9914321 / 5 / 5 / 2
50 / @@______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
51 / =______/ 0.9965598 / 0.9991111 / 1.0153201 / 126 / 128 / 51
52 / @______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
53 / C______/ 0.9978756 / 0.9945326 / 1.0002378 / 152 / 151 / 52
54 / Br______/ 1.0047132 / 1.0058945 / 1.0037061 / 7 / 3 / 1
55 / Cl______/ 1.0150152 / 1.0059114 / 1.0180840 / 31 / 23 / 8
56 / F______/ 1.0010540 / 0.9986346 / 0.9916182 / 7 / 8 / 3
57 / H______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
58 / N______/ 0.9926264 / 0.9985173 / 0.9922727 / 120 / 113 / 46
59 / O______/ 0.9996529 / 0.9996123 / 0.9911342 / 135 / 136 / 49
60 / P______/ 1.0 / 1.0 / 1.0 / 2 / 5 / 0
61 / S______/ 1.0096179 / 1.0115712 / 1.0049785 / 10 / 13 / 5
62 / [______/ 1.0018377 / 0.9926679 / 0.9982902 / 25 / 32 / 11
63 / \______/ 1.0037413 / 1.0089496 / 0.9905841 / 18 / 10 / 4
64 / c______/ 1.0063143 / 0.9997762 / 0.9972665 / 89 / 83 / 27
65 / n______/ 0.9999188 / 0.9925126 / 0.9978871 / 26 / 20 / 10
66 / o______/ 0.9750668 / 0.9717655 / 0.9802311 / 16 / 9 / 6
67 / s______/ 0.9894961 / 0.9769490 / 0.9835357 / 6 / 7 / 7
68 / (___(______/ 0.9733792 / 0.9826140 / 0.9681529 / 25 / 17 / 4
69 / /___(______/ 1.0030740 / 1.0120064 / 1.0010167 / 10 / 6 / 2
70 / 1___(______/ 1.0253169 / 1.0350268 / 1.0238688 / 41 / 39 / 16
71 / 1___/______/ 1.0 / 1.0 / 1.0 / 1 / 2 / 0
72 / 2___(______/ 1.0159440 / 1.0197586 / 1.0198008 / 17 / 11 / 5
73 / 2___/______/ 1.0 / 1.0 / 1.0 / 2 / 0 / 0
74 / 2___1______/ 1.0244443 / 1.0291925 / 1.0199947 / 9 / 3 / 1
75 / 3___(______/ 0.9914761 / 0.9928515 / 0.9926990 / 5 / 1 / 1
76 / 3___1______/ 1.0 / 1.0 / 1.0 / 2 / 0 / 0
77 / 3___2______/ 1.0101318 / 1.0063123 / 0.9976000 / 6 / 4 / 3
78 / 4___(______/ 1.0 / 1.0 / 1.0 / 3 / 3 / 1
79 / 4___3______/ 1.0 / 1.0 / 1.0 / 2 / 3 / 0
80 / 5___(______/ 1.0 / 1.0 / 1.0 / 2 / 1 / 1
81 / 5___3______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 1
82 / 5___4______/ 1.0 / 1.0 / 1.0 / 2 / 1 / 0
83 / =___(______/ 0.9986813 / 0.9952842 / 0.9992572 / 77 / 74 / 28
84 / =___1______/ 1.0104287 / 0.9921118 / 0.9795820 / 7 / 7 / 1
85 / =___2______/ 1.0194485 / 1.0150505 / 1.0088724 / 7 / 5 / 1
86 / =___3______/ 1.0277075 / 1.0254064 / 1.0068919 / 5 / 4 / 2
87 / =___4______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
88 / C___#______/ 1.0 / 1.0 / 1.0 / 1 / 5 / 0
89 / C___(______/ 1.0018329 / 1.0203111 / 0.9978937 / 123 / 117 / 39
90 / C___/______/ 1.0044013 / 1.0065951 / 1.0091172 / 15 / 5 / 1
91 / C___1______/ 0.9999684 / 0.9984661 / 1.0026023 / 48 / 49 / 14
92 / C___2______/ 0.9969875 / 0.9935890 / 0.9949295 / 26 / 26 / 8
93 / C___3______/ 1.0284233 / 1.0217018 / 1.0149880 / 20 / 15 / 3
94 / C___4______/ 0.9752210 / 0.9716469 / 0.9788365 / 8 / 8 / 2
95 / C___5______/ 1.0081435 / 1.0018053 / 1.0096372 / 4 / 3 / 2
96 / C___@@______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
97 / C___=______/ 1.0001043 / 0.9987302 / 0.9947579 / 62 / 56 / 23
98 / C___@______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
99 / C___C______/ 1.0022483 / 1.0075775 / 0.9976239 / 87 / 96 / 36
100 / Br__(______/ 0.9979301 / 0.9918857 / 0.9955239 / 4 / 3 / 0
101 / Br__1______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
102 / Br__2______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
103 / Br__3______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
104 / Br__C______/ 1.0266460 / 1.0335327 / 1.0257197 / 6 / 2 / 1
105 / Cl__(______/ 0.9957719 / 1.0024068 / 0.9955427 / 21 / 17 / 5
106 / Cl__/______/ 1.0 / 1.0 / 1.0 / 2 / 0 / 0
107 / Cl__1______/ 1.0 / 1.0 / 1.0 / 1 / 4 / 0
108 / Cl__2______/ 1.0 / 1.0 / 1.0 / 1 / 1 / 0
109 / Cl__C______/ 1.0201778 / 1.0440998 / 1.0197218 / 15 / 9 / 6
110 / F___(______/ 0.9899916 / 0.9917612 / 0.9968235 / 7 / 7 / 2
111 / F___/______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
112 / F___3______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
113 / F___C______/ 1.0 / 1.0 / 1.0 / 3 / 4 / 1
114 / H___@______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
115 / N___#______/ 1.0 / 1.0 / 1.0 / 2 / 3 / 0
116 / N___(______/ 1.0119298 / 0.9978631 / 1.0083450 / 80 / 73 / 27
117 / N___+______/ 1.0006265 / 0.9945491 / 0.9968436 / 25 / 30 / 11
118 / N___-______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
119 / N___/______/ 1.0071559 / 0.9876501 / 1.0012057 / 6 / 6 / 2
120 / N___1______/ 1.0055713 / 1.0010308 / 1.0094243 / 21 / 17 / 7
121 / N___2______/ 1.0179653 / 1.0233058 / 1.0221851 / 8 / 8 / 2
122 / N___3______/ 1.0 / 1.0 / 1.0 / 3 / 4 / 0
123 / N___4______/ 1.0 / 1.0 / 1.0 / 2 / 0 / 0
124 / N___=______/ 0.9993965 / 0.9976092 / 0.9946959 / 46 / 50 / 23
125 / N___C______/ 1.0136104 / 1.0162626 / 1.0103868 / 56 / 57 / 21
126 / N___N______/ 1.0164798 / 1.0129244 / 1.0203040 / 15 / 10 / 9
127 / O___(______/ 1.0001940 / 0.9921978 / 1.0014506 / 82 / 83 / 32
128 / O___-______/ 1.0240080 / 1.0195975 / 1.0098075 / 25 / 31 / 11
129 / O___1______/ 0.9875708 / 0.9829587 / 1.0005386 / 16 / 15 / 6
130 / O___2______/ 1.0 / 1.0 / 1.0 / 4 / 11 / 2
131 / O___3______/ 1.0 / 1.0 / 1.0 / 3 / 2 / 0
132 / O___4______/ 1.0 / 1.0 / 1.0 / 1 / 2 / 0
133 / O___5______/ 1.0 / 1.0 / 1.0 / 1 / 2 / 1
134 / O___=______/ 1.0072219 / 1.0040610 / 1.0028798 / 110 / 112 / 44
135 / O___C______/ 1.0011630 / 1.0062914 / 1.0084851 / 52 / 58 / 17
136 / O___N______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
137 / P___(______/ 1.0 / 1.0 / 1.0 / 2 / 3 / 0
138 / P___1______/ 1.0 / 1.0 / 1.0 / 0 / 3 / 0
139 / P___=______/ 1.0 / 1.0 / 1.0 / 0 / 3 / 0
140 / P___O______/ 1.0 / 1.0 / 1.0 / 1 / 1 / 0
141 / S___(______/ 0.9957150 / 0.9954685 / 0.9890742 / 8 / 7 / 2
142 / S___1______/ 1.0 / 1.0 / 1.0 / 1 / 3 / 0
143 / S___2______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
144 / S___=______/ 1.0 / 1.0 / 1.0 / 5 / 10 / 2
145 / S___C______/ 1.0 / 1.0 / 1.0 / 2 / 2 / 3
146 / S___N______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
147 / S___O______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
148 / [___#______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
149 / [___(______/ 1.0050977 / 1.0044557 / 0.9953346 / 25 / 32 / 11
150 / [___+______/ 0.9964581 / 1.0009363 / 1.0016220 / 25 / 32 / 11
151 / [___-______/ 0.9932448 / 1.0117677 / 1.0023986 / 25 / 32 / 11
152 / [___/______/ 1.0 / 1.0 / 1.0 / 1 / 1 / 0
153 / [___1______/ 1.0 / 1.0 / 1.0 / 1 / 3 / 0
154 / [___2______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
155 / [___@@______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
156 / [___=______/ 0.9850476 / 0.9672559 / 0.9703725 / 9 / 7 / 3
157 / [___C______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
158 / [___H______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
159 / [___N______/ 0.9897034 / 0.9888880 / 0.9899318 / 25 / 30 / 11
160 / [___O______/ 0.9838069 / 0.9815044 / 0.9779435 / 25 / 31 / 11
161 / [___[______/ 1.0 / 1.0 / 1.0 / 3 / 8 / 2
162 / \___(______/ 1.0184268 / 1.0223045 / 1.0127380 / 8 / 3 / 2
163 / \___1______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 1
164 / \___C______/ 1.0192503 / 1.0305409 / 1.0188285 / 12 / 7 / 3
165 / \___Cl______/ 1.0 / 1.0 / 1.0 / 4 / 0 / 0
166 / \___F______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
167 / \___N______/ 1.0029483 / 1.0000376 / 1.0068523 / 5 / 7 / 2
168 / \___O______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 1
169 / \___[______/ 1.0117036 / 1.0098206 / 1.0211785 / 4 / 2 / 0
170 / c___(______/ 1.0005020 / 1.0021992 / 1.0022367 / 72 / 70 / 20
171 / c___/______/ 1.0 / 1.0 / 1.0 / 3 / 3 / 2
172 / c___1______/ 1.0029367 / 1.0022753 / 1.0051483 / 83 / 77 / 26
173 / c___2______/ 1.0059391 / 1.0178223 / 1.0082856 / 47 / 52 / 18
174 / c___3______/ 0.9996589 / 1.0043317 / 0.9932576 / 18 / 19 / 4
175 / c___4______/ 1.0088869 / 1.0100537 / 0.9983199 / 5 / 5 / 1
176 / c___5______/ 1.0 / 1.0 / 1.0 / 1 / 2 / 0
177 / c___C______/ 1.0085215 / 1.0090988 / 1.0112720 / 10 / 18 / 6
178 / c___Br______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
179 / c___Cl______/ 0.9520518 / 0.9410481 / 0.9464531 / 7 / 7 / 1
180 / c___N______/ 1.0152918 / 1.0157222 / 1.0321672 / 26 / 21 / 9
181 / c___O______/ 1.0184245 / 1.0327597 / 1.0339656 / 14 / 18 / 5
182 / c___S______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
183 / c___[______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
184 / c___\______/ 1.0 / 1.0 / 1.0 / 1 / 1 / 1
185 / c___c______/ 0.9892241 / 1.0021941 / 1.0040862 / 85 / 77 / 26
186 / n___(______/ 0.9849137 / 0.9861402 / 0.9863840 / 7 / 6 / 2
187 / n___+______/ 1.0 / 1.0 / 1.0 / 0 / 2 / 0
188 / n___1______/ 1.0217649 / 1.0240880 / 1.0198755 / 13 / 14 / 7
189 / n___2______/ 1.0095994 / 1.0193836 / 1.0056776 / 7 / 6 / 4
190 / n___3______/ 1.0026281 / 1.0040394 / 1.0012223 / 4 / 3 / 2
191 / n___4______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
192 / n___C______/ 1.0 / 1.0 / 1.0 / 1 / 0 / 0
193 / n___[______/ 1.0 / 1.0 / 1.0 / 0 / 2 / 0
194 / n___c______/ 0.9934595 / 1.0034227 / 0.9999878 / 26 / 16 / 10
195 / n___n______/ 1.0 / 1.0 / 1.0 / 2 / 4 / 0
196 / o___(______/ 0.9800259 / 0.9970264 / 0.9898914 / 12 / 6 / 3
197 / o___1______/ 1.0072090 / 1.0077783 / 1.0187973 / 10 / 0 / 2
198 / o___2______/ 0.9781540 / 0.9763425 / 0.9966509 / 7 / 7 / 4
199 / o___3______/ 1.0 / 1.0 / 1.0 / 2 / 1 / 0
200 / o___c______/ 1.0498233 / 1.0593780 / 1.0327154 / 6 / 3 / 3
201 / o___n______/ 1.0 / 1.0 / 1.0 / 1 / 1 / 0
202 / s___(______/ 1.0 / 1.0 / 1.0 / 3 / 4 / 1
203 / s___1______/ 1.0167514 / 1.0203800 / 1.0246837 / 6 / 7 / 6
204 / s___2______/ 1.0 / 1.0 / 1.0 / 0 / 1 / 0
205 / s___c______/ 1.0 / 1.0 / 1.0 / 3 / 2 / 6
206 / (___C___(___ / 0.9953526 / 0.9946948 / 1.0069413 / 70 / 55 / 20
207 / (___C___#___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
208 / (___Br__(___ / 1.0 / 1.0 / 1.0 / 1 / 3 / 0
209 / (___Cl__(___ / 1.0135248 / 1.0130815 / 1.0023031 / 15 / 15 / 3
210 / (___F___(___ / 1.0324743 / 1.0243163 / 1.0251076 / 6 / 6 / 2
211 / (___N___(___ / 1.0120546 / 1.0299913 / 1.0091274 / 37 / 24 / 11
212 / (___N___#___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
213 / (___O___(___ / 0.9986699 / 1.0024504 / 1.0067320 / 21 / 25 / 11
214 / (___P___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
215 / (___S___(___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
216 / (___c___(___ / 0.9886167 / 1.0057180 / 0.9891157 / 5 / 14 / 0
217 / (___n___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
218 / +___[___(___ / 1.0071177 / 1.0199149 / 1.0170544 / 23 / 30 / 11
219 / -___[___(___ / 1.0095323 / 1.0051542 / 1.0187518 / 20 / 22 / 9
220 / /___C___(___ / 0.9819026 / 1.0013831 / 0.9925274 / 6 / 1 / 1
221 / /___Cl__(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
222 / /___N___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
223 / 1___(___(___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
224 / 1___2___(___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
225 / 1___C___(___ / 0.9979160 / 0.9977061 / 1.0000835 / 16 / 12 / 6
226 / 1___Br__(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
227 / 1___Cl__(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
228 / 1___N___/___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
229 / 1___N___(___ / 1.0 / 1.0 / 1.0 / 2 / 6 / 0
230 / 1___O___(___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 2
231 / 1___P___(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
232 / 1___S___(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
233 / 1___[___+___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
234 / 1___c___(___ / 0.9933816 / 1.0021328 / 0.9935078 / 27 / 27 / 8
235 / 1___c___/___ / 1.0 / 1.0 / 1.0 / 3 / 2 / 2
236 / 1___n___(___ / 1.0 / 1.0 / 1.0 / 3 / 3 / 1
237 / 1___o___(___ / 1.0406670 / 1.0658802 / 1.0419542 / 7 / 0 / 2
238 / 1___s___(___ / 1.0 / 1.0 / 1.0 / 3 / 4 / 1
239 / 2___3___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
240 / 2___C___1___ / 1.0 / 1.0 / 1.0 / 4 / 4 / 0
241 / 2___C___(___ / 0.9832571 / 0.9861340 / 0.9906516 / 7 / 12 / 5
242 / 2___Cl__(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
243 / 2___N___(___ / 1.0 / 1.0 / 1.0 / 2 / 4 / 0
244 / 2___N___1___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
245 / 2___O___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
246 / 2___O___(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
247 / 2___S___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
248 / 2___[___+___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
249 / 2___c___(___ / 0.9961483 / 0.9951120 / 0.9938965 / 24 / 29 / 13
250 / 2___c___/___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
251 / 2___c___1___ / 1.0 / 1.0 / 1.0 / 5 / 9 / 3
252 / 2___n___(___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 1
253 / 2___n___1___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 1
254 / 2___o___(___ / 1.0287301 / 1.0515305 / 1.0271095 / 6 / 5 / 1
255 / 2___s___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
256 / 3___=___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 1
257 / 3___C___/___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
258 / 3___C___1___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 1
259 / 3___C___(___ / 0.9956334 / 1.0019040 / 1.0029445 / 8 / 3 / 1
260 / 3___C___2___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 0
261 / 3___N___(___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 0
262 / 3___c___2___ / 1.0021854 / 0.9962955 / 1.0085907 / 8 / 8 / 1
263 / 3___c___1___ / 1.0 / 1.0 / 1.0 / 3 / 3 / 0
264 / 3___c___(___ / 1.0143892 / 1.0251191 / 1.0246449 / 7 / 10 / 1
265 / 3___n___(___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
266 / 3___n___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 1
267 / 4___C___(___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 1
268 / 4___C___3___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
269 / 4___C___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
270 / 4___N___1___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
271 / 4___N___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
272 / 4___c___3___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
273 / 4___c___(___ / 1.0 / 1.0 / 1.0 / 3 / 2 / 0
274 / 4___c___1___ / 1.0 / 1.0 / 1.0 / 1 / 3 / 1
275 / 4___n___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
276 / 5___C___4___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
277 / 5___C___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
278 / 5___C___(___ / 1.0 / 1.0 / 1.0 / 3 / 2 / 1
279 / 5___c___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
280 / 5___c___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
281 / 5___c___(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
282 / @@__[___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
283 / =___(___(___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
284 / =___(___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
285 / =___1___/___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
286 / =___C___=___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 1
287 / =___C___3___ / 0.9960479 / 1.0118162 / 1.0136838 / 8 / 3 / 0
288 / =___C___4___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
289 / =___C___5___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
290 / =___C___(___ / 0.9923046 / 0.9855381 / 0.9976475 / 30 / 22 / 11
291 / =___C___/___ / 1.0053210 / 1.0181341 / 1.0104816 / 7 / 3 / 1
292 / =___C___1___ / 1.0129468 / 1.0174146 / 1.0143120 / 11 / 13 / 5
293 / =___C___2___ / 0.9683633 / 0.9545278 / 0.9663836 / 8 / 6 / 1
294 / =___N___1___ / 1.0 / 1.0 / 1.0 / 4 / 0 / 1
295 / =___N___/___ / 1.0003745 / 1.0223008 / 1.0192047 / 5 / 6 / 2
296 / =___N___(___ / 1.0317324 / 1.0468716 / 1.0303780 / 21 / 31 / 12
297 / =___O___(___ / 0.9982900 / 0.9958796 / 0.9971762 / 66 / 62 / 24
298 / =___P___(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
299 / =___P___1___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
300 / =___S___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
301 / =___S___(___ / 1.0 / 1.0 / 1.0 / 3 / 3 / 1
302 / =___[___+___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
303 / C___#___C___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
304 / C___(___/___ / 1.0 / 1.0 / 1.0 / 4 / 2 / 1
305 / C___(___C___ / 1.0112693 / 0.9830470 / 0.9998923 / 53 / 38 / 11
306 / C___(___4___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
307 / C___(___2___ / 1.0 / 1.0 / 1.0 / 4 / 0 / 0
308 / C___(___1___ / 0.9757941 / 0.9456689 / 0.9611836 / 11 / 9 / 2
309 / C___(___=___ / 1.0099821 / 1.0041140 / 0.9963591 / 51 / 49 / 18
310 / C___(___3___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
311 / C___(___(___ / 1.0149023 / 0.9963701 / 1.0114496 / 12 / 8 / 2
312 / C___/___C___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 1
313 / C___/___(___ / 0.9802710 / 0.9559753 / 0.9737351 / 6 / 3 / 1
314 / C___/___1___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
315 / C___/___2___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
316 / C___1___2___ / 1.0 / 1.0 / 1.0 / 4 / 0 / 1
317 / C___1___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
318 / C___1___=___ / 0.9932328 / 1.0038841 / 1.0101240 / 7 / 7 / 1
319 / C___1___(___ / 0.9789208 / 0.9771916 / 0.9839596 / 7 / 11 / 2
320 / C___1___C___ / 0.9936995 / 0.9966364 / 0.9893992 / 14 / 14 / 3
321 / C___2___(___ / 0.9855325 / 0.9781888 / 0.9698229 / 6 / 5 / 1
322 / C___2___3___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 1
323 / C___2___/___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
324 / C___2___C___ / 1.0379311 / 1.0495350 / 1.0364118 / 10 / 8 / 0
325 / C___2___1___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
326 / C___2___=___ / 1.0021384 / 1.0063124 / 1.0092945 / 7 / 5 / 1
327 / C___3___C___ / 0.9553014 / 0.9451707 / 0.9624492 / 11 / 5 / 0
328 / C___3___5___ / 1.0 / 1.0 / 1.0 / 0 / 0 / 1
329 / C___3___4___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 0
330 / C___3___=___ / 1.0 / 1.0 / 1.0 / 5 / 3 / 2
331 / C___3___(___ / 1.0 / 1.0 / 1.0 / 5 / 1 / 1
332 / C___3___2___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
333 / C___3___1___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
334 / C___4___5___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
335 / C___4___3___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
336 / C___4___=___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
337 / C___4___(___ / 1.0 / 1.0 / 1.0 / 3 / 3 / 1
338 / C___4___C___ / 1.0 / 1.0 / 1.0 / 4 / 1 / 0
339 / C___5___(___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 1
340 / C___5___4___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
341 / C___5___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 1
342 / C___5___C___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 1
343 / C___=___(___ / 1.0021439 / 1.0069752 / 0.9939716 / 11 / 6 / 1
344 / C___=___1___ / 1.0156828 / 1.0305807 / 1.0178249 / 4 / 5 / 1
345 / C___=___4___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
346 / C___=___2___ / 0.9859740 / 0.9811097 / 0.9713981 / 5 / 2 / 0
347 / C___=___3___ / 1.0 / 1.0 / 1.0 / 4 / 4 / 2
348 / C___=___C___ / 1.0051611 / 1.0148073 / 0.9982617 / 30 / 25 / 9
349 / C___C___1___ / 1.0141597 / 1.0183576 / 1.0159398 / 23 / 26 / 8
350 / C___C___=___ / 0.9990282 / 0.9927492 / 0.9966091 / 18 / 17 / 7
351 / C___C___3___ / 0.9990551 / 1.0161184 / 1.0057545 / 11 / 10 / 2
352 / C___C___5___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
353 / C___C___/___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
354 / C___C___(___ / 0.9984326 / 0.9973830 / 1.0049603 / 59 / 66 / 22
355 / C___C___4___ / 1.0172868 / 1.0145465 / 1.0133191 / 6 / 3 / 0
356 / C___C___C___ / 1.0001864 / 0.9980744 / 1.0023700 / 24 / 31 / 14
357 / C___C___2___ / 1.0075508 / 1.0090964 / 1.0052411 / 15 / 11 / 3
358 / C___C___#___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
359 / C___Br__(___ / 1.0 / 1.0 / 1.0 / 3 / 1 / 0
360 / C___Cl__(___ / 1.0 / 1.0 / 1.0 / 5 / 2 / 2
361 / C___F___(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
362 / C___N___(___ / 1.0036068 / 1.0119374 / 1.0035384 / 36 / 37 / 13
363 / C___N___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
364 / C___N___C___ / 1.0 / 1.0 / 1.0 / 5 / 5 / 2
365 / C___N___/___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
366 / C___N___1___ / 0.9943444 / 0.9915942 / 0.9931601 / 7 / 5 / 2
367 / C___N___2___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 2
368 / C___O___2___ / 1.0 / 1.0 / 1.0 / 4 / 4 / 1
369 / C___O___3___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
370 / C___O___(___ / 1.0076976 / 1.0129629 / 1.0063288 / 25 / 26 / 8
371 / C___O___1___ / 1.0213002 / 1.0297204 / 1.0135067 / 12 / 10 / 3
372 / C___O___C___ / 1.0140478 / 1.0187920 / 1.0069444 / 8 / 9 / 1
373 / C___O___4___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
374 / C___S___1___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
375 / C___S___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 2
376 / C___S___(___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 1
377 / C___[___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
378 / C___\___C___ / 1.0 / 1.0 / 1.0 / 4 / 5 / 1
379 / C___\___1___ / 1.0 / 1.0 / 1.0 / 0 / 0 / 1
380 / C___\___(___ / 1.0 / 1.0 / 1.0 / 3 / 1 / 1
381 / C___c___1___ / 0.9915967 / 0.9964523 / 0.9946924 / 8 / 14 / 4
382 / C___c___2___ / 1.0 / 1.0 / 1.0 / 1 / 6 / 1
383 / C___c___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 1
384 / C___n___1___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
385 / C___n___2___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
386 / Br__(___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
387 / Br__(___Br__ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
388 / Br__(___C___ / 1.0 / 1.0 / 1.0 / 3 / 2 / 0
389 / Br__C___C___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
390 / Br__C___(___ / 0.9873977 / 0.9815982 / 0.9904519 / 4 / 2 / 0
391 / Br__C___=___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
392 / Br__c___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
393 / Cl__(___2___ / 1.0 / 1.0 / 1.0 / 1 / 3 / 1
394 / Cl__(___C___ / 0.9954827 / 0.9819761 / 0.9921615 / 13 / 7 / 2
395 / Cl__(___(___ / 1.0029406 / 0.9956944 / 1.0044876 / 5 / 0 / 1
396 / Cl__(___1___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 1
397 / Cl__(___4___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
398 / Cl__(___3___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
399 / Cl__(___5___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
400 / Cl__(___=___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
401 / Cl__(___Cl__ / 0.9858121 / 0.9968225 / 0.9828356 / 9 / 1 / 1
402 / Cl__/___C___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
403 / Cl__/___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
404 / Cl__1___C___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
405 / Cl__2___1___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
406 / Cl__C___2___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
407 / Cl__C___=___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 1
408 / Cl__C___1___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
409 / Cl__C___#___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
410 / Cl__C___(___ / 1.0 / 1.0 / 1.0 / 4 / 1 / 1
411 / Cl__C___5___ / 1.0 / 1.0 / 1.0 / 0 / 0 / 1
412 / Cl__C___C___ / 0.9920528 / 0.9874834 / 0.9917827 / 9 / 3 / 2
413 / Cl__\___(___ / 1.0 / 1.0 / 1.0 / 3 / 0 / 0
414 / Cl__\___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
415 / Cl__c___1___ / 1.0398819 / 1.0671696 / 1.0459366 / 7 / 5 / 1
416 / Cl__c___2___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
417 / F___(___=___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
418 / F___(___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
419 / F___(___(___ / 0.9787111 / 0.9762241 / 0.9768031 / 3 / 4 / 1
420 / F___(___C___ / 1.0296791 / 1.0306461 / 1.0292455 / 4 / 5 / 1
421 / F___(___Cl__ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
422 / F___(___F___ / 1.0 / 1.0 / 1.0 / 2 / 3 / 1
423 / F___/___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
424 / F___C___Cl__ / 1.0 / 1.0 / 1.0 / 0 / 0 / 1
425 / F___C___(___ / 1.0 / 1.0 / 1.0 / 3 / 1 / 0
426 / F___C___C___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
427 / F___C___=___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
428 / F___\___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
429 / H___@___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
430 / H___[___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
431 / N___#___C___ / 1.0 / 1.0 / 1.0 / 1 / 3 / 0
432 / N___(___1___ / 0.9692440 / 0.9580775 / 0.9640467 / 7 / 5 / 1
433 / N___(___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
434 / N___(___C___ / 1.0006204 / 0.9942175 / 0.9983395 / 51 / 42 / 20
435 / N___(___F___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
436 / N___(___(___ / 1.0 / 1.0 / 1.0 / 2 / 3 / 0
437 / N___(___Cl__ / 1.0 / 1.0 / 1.0 / 1 / 0 / 2
438 / N___(___=___ / 0.9902466 / 0.9977778 / 0.9837289 / 8 / 3 / 2
439 / N___(___N___ / 0.9837679 / 0.9996541 / 0.9904368 / 8 / 9 / 7
440 / N___(___2___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
441 / N___/___N___ / 1.0 / 1.0 / 1.0 / 3 / 1 / 0
442 / N___/___C___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
443 / N___/___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
444 / N___/___(___ / 1.0 / 1.0 / 1.0 / 2 / 3 / 1
445 / N___1___C___ / 1.0099666 / 1.0188578 / 1.0038296 / 14 / 14 / 6
446 / N___1___N___ / 1.0 / 1.0 / 1.0 / 4 / 0 / 0
447 / N___1___=___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
448 / N___2___C___ / 0.9885534 / 0.9823487 / 0.9891728 / 6 / 5 / 2
449 / N___3___C___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 0
450 / N___3___=___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
451 / N___4___C___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
452 / N___=___C___ / 1.0 / 1.0 / 1.0 / 5 / 4 / 3
453 / N___=___N___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 1
454 / N___=___3___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
455 / N___=___(___ / 1.0 / 1.0 / 1.0 / 3 / 4 / 1
456 / N___=___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
457 / N___C___(___ / 0.9925184 / 0.9876992 / 1.0003299 / 18 / 25 / 5
458 / N___C___2___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
459 / N___C___=___ / 1.0 / 1.0 / 1.0 / 3 / 6 / 1
460 / N___C___#___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
461 / N___C___1___ / 1.0 / 1.0 / 1.0 / 5 / 4 / 0
462 / N___C___C___ / 0.9951398 / 0.9935367 / 0.9979844 / 22 / 16 / 13
463 / N___N___2___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
464 / N___N___C___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
465 / N___N___1___ / 1.0 / 1.0 / 1.0 / 5 / 4 / 4
466 / N___N___(___ / 1.0244417 / 1.0413525 / 1.0210895 / 7 / 4 / 2
467 / N___N___=___ / 0.9988746 / 0.9954485 / 0.9986254 / 12 / 9 / 6
468 / N___O___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
469 / N___S___(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
470 / N___[___(___ / 0.9890526 / 0.9931845 / 0.9881290 / 11 / 10 / 6
471 / N___[___1___ / 1.0 / 1.0 / 1.0 / 0 / 3 / 0
472 / N___[___/___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
473 / N___[___#___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
474 / N___[___=___ / 0.9843297 / 0.9883831 / 0.9761330 / 9 / 7 / 3
475 / N___\___C___ / 1.0 / 1.0 / 1.0 / 3 / 2 / 1
476 / N___\___(___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
477 / N___\___N___ / 1.0 / 1.0 / 1.0 / 2 / 3 / 0
478 / N___c___1___ / 0.9906825 / 0.9895162 / 0.9808465 / 19 / 18 / 9
479 / N___c___2___ / 0.9688896 / 0.9561513 / 0.9543963 / 6 / 3 / 0
480 / N___c___3___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
481 / O___(___(___ / 1.0392731 / 1.0483039 / 1.0282573 / 10 / 4 / 2
482 / O___(___O___ / 1.0044281 / 1.0173978 / 1.0022802 / 17 / 14 / 9
483 / O___(___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
484 / O___(___=___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
485 / O___(___1___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 0
486 / O___(___5___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
487 / O___(___/___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
488 / O___(___4___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
489 / O___(___2___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
490 / O___(___Br__ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
491 / O___(___C___ / 1.0080172 / 1.0026187 / 0.9993630 / 34 / 40 / 21
492 / O___(___Cl__ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
493 / O___(___N___ / 0.9914734 / 1.0035349 / 0.9906824 / 15 / 17 / 3
494 / O___1___(___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 1
495 / O___1___C___ / 1.0 / 1.0 / 1.0 / 4 / 1 / 2
496 / O___2___C___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
497 / O___2___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
498 / O___3___5___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
499 / O___4___5___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
500 / O___4___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
501 / O___4___C___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
502 / O___5___C___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
503 / O___=___C___ / 0.9899577 / 0.9918008 / 0.9876696 / 24 / 28 / 14
504 / O___=___2___ / 1.0 / 1.0 / 1.0 / 3 / 2 / 0
505 / O___=___(___ / 0.9919443 / 0.9950862 / 0.9914875 / 66 / 68 / 26
506 / O___=___1___ / 1.0 / 1.0 / 1.0 / 3 / 3 / 0
507 / O___=___N___ / 1.0138534 / 1.0211507 / 1.0162505 / 35 / 39 / 18
508 / O___C___1___ / 1.0026339 / 0.9964872 / 1.0030283 / 6 / 2 / 3
509 / O___C___3___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
510 / O___C___(___ / 0.9863063 / 0.9784206 / 0.9916375 / 24 / 22 / 6
511 / O___C___4___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
512 / O___C___2___ / 1.0 / 1.0 / 1.0 / 5 / 0 / 0
513 / O___C___=___ / 1.0 / 1.0 / 1.0 / 1 / 3 / 1
514 / O___C___5___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 1
515 / O___C___C___ / 0.9921556 / 0.9848500 / 0.9921392 / 23 / 29 / 10
516 / O___C___O___ / 1.0 / 1.0 / 1.0 / 1 / 5 / 1
517 / O___C___Cl__ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
518 / O___N___=___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
519 / O___P___(___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
520 / O___S___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
521 / O___[___/___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
522 / O___[___N___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
523 / O___[___(___ / 0.9759666 / 0.9720585 / 0.9780844 / 18 / 21 / 9
524 / O___\___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
525 / O___\___N___ / 1.0 / 1.0 / 1.0 / 0 / 0 / 1
526 / O___c___1___ / 0.9866513 / 0.9838617 / 0.9901366 / 9 / 13 / 2
527 / O___c___2___ / 0.9713695 / 0.9501578 / 0.9678844 / 6 / 5 / 2
528 / O___c___4___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
529 / O___c___3___ / 1.0 / 1.0 / 1.0 / 0 / 3 / 1
530 / O___c___5___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
531 / P___(___=___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 0
532 / P___(___N___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
533 / P___(___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
534 / P___1___(___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
535 / P___1___N___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
536 / P___=___O___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
537 / P___O___C___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
538 / S___(___C___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
539 / S___(___1___ / 1.0 / 1.0 / 1.0 / 3 / 0 / 0
540 / S___(___=___ / 1.0 / 1.0 / 1.0 / 4 / 3 / 0
541 / S___(___N___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 1
542 / S___1___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
543 / S___1___(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
544 / S___=___C___ / 1.0 / 1.0 / 1.0 / 1 / 4 / 1
545 / S___=___(___ / 1.0 / 1.0 / 1.0 / 3 / 3 / 1
546 / S___=___O___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 0
547 / S___=___P___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
548 / S___C___C___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 3
549 / S___C___(___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
550 / S___N___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
551 / S___O___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
552 / S___c___2___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
553 / [___#___N___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
554 / [___(___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
555 / [___(___C___ / 1.0206683 / 1.0057143 / 1.0235657 / 7 / 6 / 1
556 / [___(___=___ / 1.0220441 / 1.0317519 / 1.0207512 / 13 / 21 / 8
557 / [___(___2___ / 1.0 / 1.0 / 1.0 / 4 / 5 / 4
558 / [___(___O___ / 1.0265100 / 1.0444429 / 1.0358475 / 4 / 2 / 1
559 / [___(___1___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
560 / [___(___[___ / 0.9944602 / 0.9993429 / 0.9996205 / 18 / 20 / 9
561 / [___+___N___ / 1.0042469 / 1.0073300 / 1.0061303 / 25 / 30 / 11
562 / [___-___N___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
563 / [___-___O___ / 1.0137138 / 1.0172658 / 1.0120631 / 25 / 31 / 11
564 / [___/___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
565 / [___/___N___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
566 / [___1___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
567 / [___2___C___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
568 / [___=___N___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
569 / [___=___[___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
570 / [___@@__C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
571 / [___=___O___ / 1.0335657 / 1.0491924 / 1.0519250 / 9 / 6 / 3
572 / [___C___@@__ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
573 / [___C___@___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
574 / [___H___@___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
575 / [___N___+___ / 0.9994490 / 0.9977133 / 0.9996980 / 25 / 30 / 11
576 / [___N___-___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
577 / [___O___C___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
578 / [___O___-___ / 1.0060146 / 1.0134872 / 1.0024929 / 25 / 31 / 11
579 / [___[___N___ / 1.0 / 1.0 / 1.0 / 3 / 8 / 2
580 / [___[___-___ / 1.0 / 1.0 / 1.0 / 3 / 8 / 2
581 / [___\___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
582 / [___\___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
583 / [___\___[___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 0
584 / [___c___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
585 / [___n___+___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
586 / \___(___[___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
587 / \___(___Cl__ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
588 / \___(___1___ / 1.0 / 1.0 / 1.0 / 0 / 0 / 1
589 / \___(___C___ / 0.9910435 / 0.9704230 / 1.0007026 / 7 / 2 / 1
590 / \___1___C___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 1
591 / \___C___C___ / 1.0 / 1.0 / 1.0 / 3 / 1 / 2
592 / \___C___O___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
593 / \___C___1___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
594 / \___C___(___ / 0.9491201 / 0.9276623 / 0.9583219 / 5 / 3 / 1
595 / \___C___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
596 / \___C___=___ / 0.9842407 / 0.9721056 / 0.9938806 / 7 / 4 / 1
597 / \___Cl__(___ / 1.0 / 1.0 / 1.0 / 3 / 0 / 0
598 / \___F___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
599 / \___N___=___ / 1.0 / 1.0 / 1.0 / 5 / 7 / 2
600 / \___N___3___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
601 / \___N___(___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
602 / \___O___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
603 / \___[___N___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 0
604 / \___[___+___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
605 / \___[___O___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
606 / \___[___-___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 0
607 / \___c___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 1
608 / \___c___1___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
609 / c___(___/___ / 1.0035998 / 1.0068008 / 1.0081368 / 6 / 3 / 1
610 / c___(___S___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 1
611 / c___(___(___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
612 / c___(___[___ / 1.0136482 / 1.0279759 / 1.0179532 / 8 / 7 / 3
613 / c___(___\___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
614 / c___(___O___ / 0.9981441 / 1.0021698 / 0.9960211 / 24 / 29 / 7
615 / c___(___c___ / 0.9984585 / 0.9964230 / 0.9982402 / 26 / 17 / 9
616 / c___(___Br__ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
617 / c___(___F___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 1
618 / c___(___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
619 / c___(___1___ / 0.9994930 / 0.9950138 / 0.9939528 / 15 / 19 / 11
620 / c___(___C___ / 1.0030846 / 0.9836781 / 0.9968647 / 21 / 26 / 3
621 / c___(___2___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
622 / c___(___N___ / 0.9913528 / 0.9924693 / 0.9942739 / 21 / 14 / 4
623 / c___(___Cl__ / 0.9939102 / 0.9905101 / 0.9960080 / 7 / 9 / 1
624 / c___/___N___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 2
625 / c___/___C___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
626 / c___1___O___ / 1.0015701 / 0.9964083 / 0.9941698 / 7 / 4 / 2
627 / c___1___[___ / 1.0 / 1.0 / 1.0 / 0 / 3 / 0
628 / c___1___Cl__ / 1.0 / 1.0 / 1.0 / 1 / 3 / 0
629 / c___1___/___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
630 / c___1___2___ / 1.0 / 1.0 / 1.0 / 5 / 2 / 0
631 / c___1___S___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
632 / c___1___c___ / 1.0059383 / 1.0155877 / 1.0205377 / 71 / 66 / 21
633 / c___1___C___ / 1.0025262 / 1.0023167 / 0.9997109 / 12 / 10 / 2
634 / c___1___(___ / 0.9987988 / 1.0017688 / 1.0042514 / 19 / 16 / 5
635 / c___1___N___ / 1.0 / 1.0 / 1.0 / 3 / 0 / 1
636 / c___1___Br__ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
637 / c___2___O___ / 1.0 / 1.0 / 1.0 / 1 / 9 / 1
638 / c___2___c___ / 1.0111637 / 1.0087359 / 1.0157661 / 36 / 45 / 10
639 / c___2___C___ / 1.0 / 1.0 / 1.0 / 4 / 6 / 4
640 / c___2___Cl__ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
641 / c___2___(___ / 1.0 / 1.0 / 1.0 / 5 / 1 / 3
642 / c___2___Br__ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
643 / c___2___N___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 0
644 / c___2___3___ / 1.0 / 1.0 / 1.0 / 3 / 3 / 2
645 / c___2___S___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
646 / c___2___/___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
647 / c___3___O___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 0
648 / c___3___4___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
649 / c___3___Br__ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
650 / c___3___N___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
651 / c___3___C___ / 1.0 / 1.0 / 1.0 / 2 / 6 / 0
652 / c___3___F___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
653 / c___3___c___ / 1.0068767 / 0.9929334 / 1.0118420 / 11 / 18 / 4
654 / c___4___c___ / 1.0 / 1.0 / 1.0 / 5 / 3 / 1
655 / c___4___5___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
656 / c___4___C___ / 1.0 / 1.0 / 1.0 / 1 / 4 / 1
657 / c___5___c___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 0
658 / c___5___O___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
659 / c___C___C___ / 1.0 / 1.0 / 1.0 / 3 / 5 / 2
660 / c___C___(___ / 1.0 / 1.0 / 1.0 / 1 / 4 / 1
661 / c___C___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
662 / c___C___=___ / 1.0 / 1.0 / 1.0 / 3 / 0 / 0
663 / c___C___O___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
664 / c___N___N___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 3
665 / c___N___=___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
666 / c___N___(___ / 1.0155877 / 1.0347671 / 1.0137880 / 6 / 6 / 3
667 / c___N___\___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 0
668 / c___N___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
669 / c___N___C___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 0
670 / c___N___3___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
671 / c___N___2___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
672 / c___O___C___ / 0.9996055 / 0.9905333 / 0.9866419 / 6 / 11 / 1
673 / c___O___(___ / 1.0 / 1.0 / 1.0 / 4 / 3 / 0
674 / c___O___2___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 1
675 / c___O___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
676 / c___O___4___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
677 / c___O___5___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 1
678 / c___S___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
679 / c___\___1___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
680 / c___\___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 1
681 / c___c___3___ / 0.9899760 / 0.9841437 / 0.9952441 / 14 / 14 / 4
682 / c___c___2___ / 0.9916654 / 0.9801835 / 0.9894699 / 34 / 41 / 15
683 / c___c___5___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
684 / c___c___(___ / 0.9997289 / 0.9999930 / 0.9956299 / 57 / 51 / 16
685 / c___c___1___ / 0.9972158 / 0.9988686 / 0.9954466 / 69 / 60 / 20
686 / c___c___c___ / 1.0002778 / 0.9898186 / 0.9931357 / 76 / 68 / 22
687 / c___c___4___ / 0.9770602 / 0.9761075 / 0.9965153 / 5 / 3 / 1
688 / c___n___3___ / 1.0 / 1.0 / 1.0 / 4 / 1 / 1
689 / c___n___(___ / 1.0 / 1.0 / 1.0 / 4 / 3 / 2
690 / c___n___1___ / 1.0016046 / 1.0020372 / 1.0036567 / 11 / 9 / 5
691 / c___n___c___ / 0.9790172 / 0.9686407 / 0.9798262 / 7 / 3 / 0
692 / c___n___2___ / 1.0001056 / 0.9950434 / 1.0061631 / 6 / 3 / 4
693 / c___o___1___ / 1.0 / 1.0 / 1.0 / 3 / 0 / 0
694 / c___o___2___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 3
695 / c___o___3___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
696 / c___s___1___ / 1.0 / 1.0 / 1.0 / 3 / 2 / 5
697 / c___s___c___ / 1.0 / 1.0 / 1.0 / 0 / 0 / 1
698 / n___(___C___ / 1.0077678 / 0.9903448 / 1.0004510 / 4 / 1 / 0
699 / n___(___2___ / 1.0 / 1.0 / 1.0 / 2 / 0 / 0
700 / n___(___N___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
701 / n___(___c___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
702 / n___(___Cl__ / 1.0 / 1.0 / 1.0 / 0 / 1 / 1
703 / n___(___O___ / 1.0 / 1.0 / 1.0 / 1 / 3 / 2
704 / n___+___[___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
705 / n___1___C___ / 1.0 / 1.0 / 1.0 / 0 / 2 / 0
706 / n___1___2___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
707 / n___1___(___ / 1.0 / 1.0 / 1.0 / 2 / 2 / 1
708 / n___1___c___ / 0.9723219 / 0.9759500 / 0.9804458 / 10 / 12 / 5
709 / n___2___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
710 / n___2___C___ / 1.0 / 1.0 / 1.0 / 0 / 3 / 0
711 / n___2___3___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
712 / n___2___c___ / 0.9918556 / 0.9758927 / 0.9903234 / 6 / 3 / 3
713 / n___3___C___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
714 / n___3___c___ / 1.0 / 1.0 / 1.0 / 4 / 3 / 2
715 / n___4___c___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
716 / n___C___(___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
717 / n___[___c___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
718 / n___[___n___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
719 / n___c___(___ / 0.9923636 / 1.0028449 / 0.9926907 / 15 / 9 / 8
720 / n___c___c___ / 1.0004386 / 0.9901848 / 0.9954335 / 11 / 4 / 1
721 / n___c___n___ / 1.0 / 1.0 / 1.0 / 1 / 3 / 0
722 / n___c___1___ / 1.0356370 / 1.0451043 / 1.0315070 / 6 / 3 / 0
723 / n___c___3___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 1
724 / n___c___2___ / 1.0 / 1.0 / 1.0 / 3 / 2 / 0
725 / n___n___2___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
726 / n___n___1___ / 1.0 / 1.0 / 1.0 / 1 / 4 / 0
727 / n___n___c___ / 1.0 / 1.0 / 1.0 / 2 / 4 / 0
728 / n___o___(___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
729 / o___(___[___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
730 / o___(___O___ / 1.0195394 / 1.0080397 / 0.9955260 / 6 / 1 / 0
731 / o___(___c___ / 1.0288490 / 0.9944175 / 0.9982160 / 8 / 4 / 3
732 / o___1___(___ / 0.9889027 / 0.9769873 / 0.9947524 / 7 / 0 / 2
733 / o___2___(___ / 1.0 / 1.0 / 1.0 / 2 / 4 / 1
734 / o___2___c___ / 1.0 / 1.0 / 1.0 / 1 / 2 / 3
735 / o___3___c___ / 1.0 / 1.0 / 1.0 / 2 / 1 / 0
736 / o___c___2___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 0
737 / o___c___c___ / 1.0 / 1.0 / 1.0 / 4 / 1 / 0
738 / o___c___(___ / 1.0 / 1.0 / 1.0 / 1 / 1 / 3
739 / o___n___2___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
740 / o___n___[___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
741 / s___(___N___ / 1.0 / 1.0 / 1.0 / 1 / 0 / 0
742 / s___(___c___ / 1.0 / 1.0 / 1.0 / 2 / 4 / 1
743 / s___1___(___ / 1.0 / 1.0 / 1.0 / 5 / 6 / 5
744 / s___2___c___ / 1.0 / 1.0 / 1.0 / 0 / 1 / 0
745 / s___c___n___ / 1.0 / 1.0 / 1.0 / 0 / 0 / 1
746 / s___c___2___ / 1.0 / 1.0 / 1.0 / 0 / 0 / 1
747 / s___c___(___ / 1.0 / 1.0 / 1.0 / 3 / 2 / 5

TABLE 2

Example of DCW calculation: SMILES is "O=CC"; CAS is 75-07-0; DCW=0.9991256

ID / SAk / CW(SAk) / NTRN / NCLB / NTST
1sk
53 / C______/ 0.9978756 / 152 / 151 / 52
53 / C______/ 0.9978756 / 152 / 151 / 52
51 / =______/ 0.9965598 / 126 / 128 / 51
59 / O______/ 0.9996529 / 135 / 136 / 49
2sk
99 / C___C______/ 1.0022483 / 87 / 96 / 36
97 / C___=______/ 1.0001043 / 62 / 56 / 23
134 / O___=______/ 1.0072219 / 110 / 112 / 44
3sk
350 / C___C___=___ / 0.9990282 / 18 / 17 / 7
503 / O___=___C___ / 0.9899577 / 24 / 28 / 14
dC
2 / !-02______/ 1.0087289 / 11 / 8 / 3

TABLE 3

QSAR modeling carcinogenicity data from [29] by the correlation balance

29. Helguera AM, Cordeiro MNDS, Perez MAC et al (2008)QSAR modeling of the rodent carcinogenicity of nitrocompounds.Bioorg Med Chem 16:3395-3407

log(TD50) = -97.3374(± 3.249) + 93.8286(±3.174) * DCW(17)

n=23, r2=0.692, s=0.547, SDEP=0.587 (training set)

n=23, r2=0.877, s=0.892 (calibration set)

n= 8, r2=0.791, s=0.389 (test set)

CAS / SMILES / DCW(17) / Expr / Calc / Expr-Calc
Training set
4164-28-7 / CN(C)[N+]([O-])=O / 1.0134572 / -0.454 / -2.246 / 1.792
33389-33-2 / O=[N+]([O-])c1ccc(s1)[C@H]2NC(=O)c3ccccc3N2 / 1.0334118 / -0.745 / -0.374 / -0.371
26049-68-3 / NNc1nc(cs1)c2oc(cc2)[N+]([O-])=O / 1.0257229 / -1.097 / -1.095 / -0.002
5522-43-0 / [O-][N+](=O)c4ccc1ccc2cccc3ccc4c1c23 / 1.0234416 / -1.129 / -1.309 / 0.180
3570-75-0 / O=CNNc1nc(cs1)c2ccc(o2)[N+]([O-])=O / 1.0244635 / -1.144 / -1.213 / 0.069
121-14-2 / Cc1ccc(cc1[N+](=O)[O-])[N+]([O-])=O / 1.0170713 / -1.374 / -1.907 / 0.533
58139-48-3 / O=[N+]([O-])c1ccc(s1)c3nc(N2CCOCC2)c4ccccc4n3 / 1.0223959 / -1.167 / -1.407 / 0.240
21638-36-8 / O=[N+]([O-])c2ccc(/C=N/N1C[C@@H](C)NC1=O)o2 / 1.0226412 / -1.351 / -1.384 / 0.033
38514-71-5 / Nc1nc(cs1)c2oc(cc2)[N+]([O-])=O / 1.0206844 / -1.442 / -1.568 / 0.126
531-82-8 / O=C(C)Nc1nc(cs1)c2ccc(o2)[N+]([O-])=O / 1.0240233 / -1.457 / -1.255 / -0.202
2578-75-8 / O=C(C)Nc1nnc(s1)c2ccc(o2)[N+]([O-])=O / 1.0225293 / -1.541 / -1.395 / -0.146
446-86-6 / O=[N+]([O-])c3ncn(C)c3Sc2ncnc1ncnc12 / 1.0216238 / -1.561 / -1.480 / -0.081
75198-31-1 / O=[N+]([O-])c1ccc(o1)c2cnc3ccccn23 / 1.0149565 / -1.838 / -2.105 / 0.267
551-92-8 / O=[N+]([O-])c1cnc(C)n1C / 1.0130310 / -2.081 / -2.286 / 0.205
55738-54-0 / CN(C)/C=N/c2nnc(/C=C/c1ccc(o1)[N+]([O-])=O)o2 / 1.0197327 / -1.864 / -1.657 / -0.207
443-48-1 / Cc1ncc([N+]([O-])=O)n1CCO / 1.0031241 / -2.553 / -3.216 / 0.663
79-46-9 / CC(C)[N+]([O-])=O / 1.0103672 / -3.517 / -2.536 / -0.981
55-63-0 / O=[N+]([O-])OC(CO[N+]([O-])=O)CO[N+](=O)[O-] / 1.0037661 / -3.161 / -3.155 / -0.006
1582-09-8 / [O-][N+](=O)c1cc(cc([N+]([O-])=O)c1N(CCC)CCC)C(F)(F)F / 0.9987807 / -4.245 / -3.623 / -0.622
2784-94-3 / CNc1ccc(cc1[N+]([O-])=O)N(CCO)CCO / 1.0111959 / -3.225 / -2.458 / -0.767
139-94-6 / O=C(Nc1ncc(s1)[N+]([O-])=O)NCC / 1.0124421 / -2.782 / -2.341 / -0.441
91-23-6 / COc1ccccc1[N+]([O-])=O / 1.0199035 / -1.844 / -1.641 / -0.203
509-14-8 / O=[N+]([O-])C([N+]([O-])=O)([N+](=O)[O-])[N+]([O-])=O / 1.0323491 / -0.556 / -0.474 / -0.082
Calibration set
70-25-7 / N=C(N[N+](=O)[O-])N(C)N=O / 1.0229806 / -0.083 / -1.353 / 1.270
26049-69-4 / CN(C)Nc1nc(cs1)c2ccc(o2)[N+]([O-])=O / 1.0219521 / -0.187 / -1.449 / 1.262
712-68-5 / Nc1nnc(s1)c2oc(cc2)[N+]([O-])=O / 1.0191954 / -0.494 / -1.708 / 1.214
26049-70-7 / NNc1nc(cs1)c2ccc(cc2)[N+]([O-])=O / 1.0176112 / -0.498 / -1.856 / 1.358
720-69-4 / O=[N+]([O-])c1ccc(o1)c2nc(N)nc(N)n2 / 1.0189395 / -0.886 / -1.732 / 0.846
59-35-8 / O=[N+]([O-])c1ccc(o1)c2nc(C)cc(C)n2 / 1.0152655 / -1.076 / -2.076 / 1.000
29110-68-7 / O=S(C)(=O)Oc1c(cc(cc1[N+]([O-])=O)[N+]([O-])=O)C(C)(C)C / 1.0159760 / -0.922 / -2.010 / 1.088
3775-55-1 / Nc1nnc(o1)c2oc(cc2)[N+]([O-])=O / 1.0191954 / -1.145 / -1.708 / 0.563
3031-51-4 / Cl.[O-][N+](=O)c1ccc(o1)/C=N/N2C[C@H](OC2=O)CN3CCOCC3 / 1.0145377 / -0.938 / -2.145 / 1.207
24554-26-5 / O=CNc1nc(cs1)c2ccc(o2)[N+]([O-])=O / 1.0194312 / -1.326 / -1.686 / 0.360
36133-88-7 / [O-][N+](=O)c1ccc(o1)c2nc(CNC(C)=O)on2 / 1.0136286 / -1.314 / -2.230 / 0.916
42011-48-3 / O=C(Nc1nc(cs1)c2ccc(o2)[N+]([O-])=O)C(F)(F)F / 1.0122581 / -1.259 / -2.359 / 1.100
18523-69-8 / C\C(C)=N\Nc1nc(cs1)c2ccc(o2)[N+]([O-])=O / 1.0148237 / -1.356 / -2.118 / 0.762
59-87-0 / O=[N+]([O-])c1ccc(/C=N/NC(N)=O)o1 / 1.0143939 / -1.517 / -2.158 / 0.641
2122-86-3 / Oc1nnc(o1)c2oc(cc2)[N+]([O-])=O / 1.0149680 / -1.640 / -2.104 / 0.464
100-01-6 / O=[N+]([O-])c1ccc(N)cc1 / 1.0116216 / -1.816 / -2.418 / 0.602
607-35-2 / [O-][N+](=O)c1cccc2cccnc12 / 1.0151784 / -1.739 / -2.085 / 0.346
3688-53-7 / O=[N+]([O-])c2ccc(/C=C(/c1ccco1)C(N)=O)o2 / 1.0129206 / -1.662 / -2.296 / 0.634
121-66-4 / [O-][N+](=O)c1cnc(N)s1 / 1.0060781 / -2.350 / -2.939 / 0.589
56-75-7 / O=[N+]([O-])c1ccc(cc1)[C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl / 1.0053281 / -2.935 / -3.009 / 0.074
79-24-3 / [O-][N+](=O)CC / 0.9983577 / -4.465 / -3.663 / -0.802
2438-88-2 / Clc1c([N+]([O-])=O)c(Cl)c(Cl)c(OC)c1Cl / 1.0119718 / -1.817 / -2.386 / 0.569
602-87-9 / [O-][N+](=O)c1ccc3CCc2cccc1c23 / 1.0126337 / -1.477 / -2.323 / 0.846
Test set
33389-36-5 / O=[N+]([O-])c1ccc(s1)c2nc(NCCO)c3ccccc3n2 / 1.0222183 / -1.084 / -1.424 / 0.340
555-84-0 / O=[N+]([O-])c2ccc(/C=N/N1CCNC1=O)o2 / 1.0180366 / -1.370 / -1.816 / 0.446
98-95-3 / [O-][N+](=O)c1ccccc1 / 1.0121317 / -1.678 / -2.371 / 0.693
51325-35-0 / O=[N+]([O-])c1ccc(o1)c2nc(NC(C)=O)nc(NC(C)=O)n2 / 1.0188272 / -1.621 / -1.742 / 0.121
598-57-2 / [O-][N+](=O)CN / 1.0056267 / -2.577 / -2.981 / 0.404
772-43-0 / O=[N+]([O-])c1ccc(o1)C(=N)NO / 1.0094601 / -2.390 / -2.621 / 0.231
67-20-9 / O=[N+]([O-])c2ccc(/C=N/N1CC(=O)NC1=O)o2 / 1.0141793 / -2.358 / -2.178 / -0.180
92-55-7 / O=[N+]([O-])c1ccc(o1)C(OC(C)=O)OC(C)=O / 1.0091365 / -2.635 / -2.652 / 0.017

TABLE 3.1.

Correlation weights for calculation DCW(17)

SAk / CW(SAk) / ID / NTRN / NCLB / NTST
(______/ 0.9971152 / 18 / 23 / 23 / 8
+______/ 0.9962419 / 19 / 23 / 23 / 8
-______/ 1.0021538 / 20 / 23 / 23 / 8
1______/ 1.0020122 / 23 / 19 / 21 / 7
2______/ 1.0064190 / 24 / 12 / 15 / 4
=______/ 1.0005997 / 28 / 23 / 23 / 8
C______/ 0.9976723 / 30 / 19 / 15 / 7
N______/ 1.0049364 / 34 / 23 / 23 / 8
O______/ 1.0007681 / 35 / 23 / 23 / 8
[______/ 1.0011192 / 37 / 23 / 23 / 8
c______/ 1.0019975 / 39 / 19 / 21 / 7
n______/ 1.0010060 / 40 / 12 / 13 / 2
=___(______/ 0.9905750 / 49 / 18 / 20 / 6
C___(______/ 1.0042097 / 52 / 14 / 13 / 5
N___+______/ 0.9961335 / 68 / 23 / 23 / 8
O___-______/ 1.0032179 / 77 / 23 / 23 / 8
O___=______/ 1.0013816 / 78 / 23 / 23 / 8
[___(______/ 1.0019841 / 84 / 23 / 23 / 8
[___+______/ 0.9948873 / 85 / 23 / 23 / 8
[___-______/ 1.0027089 / 86 / 23 / 23 / 8
[___N______/ 0.9984096 / 93 / 23 / 23 / 8
[___O______/ 0.9930363 / 94 / 23 / 23 / 8
c___(______/ 1.0004701 / 98 / 18 / 21 / 7
c___1______/ 1.0007137 / 100 / 18 / 21 / 5
c___2______/ 0.9951772 / 101 / 10 / 14 / 4
c___c______/ 0.9981692 / 109 / 17 / 19 / 7
n___c______/ 0.9973625 / 115 / 12 / 13 / 2
+___[___(___ / 1.0012146 / 131 / 23 / 23 / 8
-___[___(___ / 1.0016820 / 132 / 22 / 17 / 6
O___=___(___ / 1.0045127 / 226 / 18 / 20 / 5
O___[___(___ / 1.0004209 / 233 / 22 / 17 / 6
[___(___[___ / 1.0036229 / 238 / 22 / 16 / 6
[___(___=___ / 1.0076131 / 241 / 17 / 17 / 2
[___+___N___ / 0.9986901 / 246 / 23 / 23 / 8
[___-___O___ / 1.0003082 / 247 / 23 / 23 / 8
[___N___+___ / 1.0039450 / 257 / 23 / 23 / 8
[___O___-___ / 0.9962145 / 259 / 23 / 23 / 8
c___c___c___ / 1.0006564 / 301 / 12 / 15 / 7
c___c___(___ / 0.9959207 / 304 / 15 / 17 / 6

TABLE 4

Experimental values and those calculated with Eq. 10 for the carcinogenicity [log(TD50)] of 401 compound.

CAS / SMILES / DCW(6) / log(TD50)
Expr / log(TD50)
Calc / Expr-Calc
Training set
75-07-0 / CC=O / 0.9991256 / -0.541 / -0.882 / 0.341
60-35-5 / CC(N)=O / 1.0151583 / -0.484 / -0.170 / -0.314
53-96-3 / CC(=O)NC1C=CC2=C3C=CC=CC3=CC2=C1 / 1.0678505 / 2.263 / 2.168 / 0.095
7008-42-6 / CN3c2c(c(cc1OC(C)(C)C=Cc12)OC)C(=O)c4ccccc34 / 1.0804167 / 2.804 / 2.726 / 0.078
79-06-1 / C=CC(N)=O / 1.0236099 / 1.278 / 0.205 / 1.073
3688-53-7 / O=[N+]([O-])c2ccc(/C=C(\c1ccco1)C(N)=O)o2 / 1.0364586 / 0.926 / 0.775 / 0.151
81-49-2 / O=C2c1ccccc1C(=O)c3c2c(N)c(Br)cc3Br / 1.0130867 / 0.918 / -0.262 / 1.180
3775-55-1 / Nc1nnc(o1)c2oc(cc2)[N+]([O-])=O / 1.0676207 / 1.728 / 2.158 / -0.430
99-57-0 / Nc1cc(ccc1O)[N+]([O-])=O / 1.0378733 / -0.736 / 0.838 / -1.574
121-66-4 / [O-][N+](=O)c1cnc(N)s1 / 1.0464528 / 0.513 / 1.219 / -0.706
117-79-3 / Nc2ccc3C(=O)c1ccccc1C(=O)c3c2 / 1.0348838 / 0.344 / 0.705 / -0.361
97-56-3 / Cc2cc(/N=N/c1ccccc1C)ccc2N / 1.0521927 / 1.746 / 1.473 / 0.273
10589-74-9 / CCCCCN(N=O)C(N)=O / 1.0739725 / 2.462 / 2.440 / 0.022
140-57-8 / CC(C)(C)c1ccc(OCC(C)OS(=O)OCCCl)cc1 / 1.0277642 / 0.539 / 0.389 / 0.150
1912-24-9 / Clc1nc(NCC)nc(NC(C)C)n1 / 1.0307987 / 0.833 / 0.524 / 0.309
115-02-6 / N#[N+]\C=C(/[O-])OCC(N)C(=O)O / 1.0792685 / 2.339 / 2.675 / -0.336
17967-53-9 / CC(C)[N+](\[O-])=N/C(C)C / 1.1063848 / 4.686 / 3.879 / 0.807
50-32-8 / c1cc2c3ccc4cccc5ccc(cc2cc1)c3c45 / 1.0719130 / 2.421 / 2.349 / 0.072
3296-90-0 / OCC(CBr)(CBr)CO / 1.0112407 / 0.373 / -0.344 / 0.717
542-88-1 / ClCOCCl / 1.0901774 / 4.507 / 3.160 / 1.347
2475-45-8 / Nc3ccc(N)c2C(=O)c1c(N)ccc(N)c1C(=O)c23 / 1.0338330 / 0.235 / 0.658 / -0.423
75-27-4 / BrC(Cl)Cl / 1.0438230 / 0.354 / 1.102 / -0.748
51333-22-3 / OCC(=O)C53OC(OC5CC2C1CCC4=CC(=O)C=CC4(C)C1C(O)CC23C)CCC / 1.0871955 / 3.170 / 3.027 / 0.143
3068-88-0 / O=C1CC(C)O1 / 1.0124715 / 0.795 / -0.290 / 1.085
63-25-2 / CNC(=O)Oc2cccc1ccccc12 / 1.0261992 / 1.154 / 0.320 / 0.834
56-23-5 / ClC(Cl)(Cl)Cl / 1.0485296 / 1.827 / 1.311 / 0.516
120-80-9 / Oc1ccccc1O / 1.0102725 / 0.114 / -0.387 / 0.501
305-03-3 / O=C(O)CCCc1ccc(cc1)N(CCCl)CCCl / 1.0662889 / 2.531 / 2.099 / 0.432
77439-76-0 / ClC=1C(=O)OC(O)C=1C(Cl)Cl / 1.0653428 / 2.572 / 2.057 / 0.515
37087-94-8 / CC1CC(C)CN(C1)S(=O)(=O)c2cc(C(=O)O)c(Cl)cc2 / 1.0507689 / 1.835 / 1.410 / 0.425
95-83-0 / Nc1cc(Cl)ccc1N / 1.0187819 / -0.176 / -0.010 / -0.166
150-68-5 / Clc1ccc(NC(=O)N(C)C)cc1 / 1.0406870 / 0.181 / 0.963 / -0.782
10473-70-8 / Clc1ccc(NC(=O)N(C)C)cc1 / 1.0406870 / 1.512 / 0.963 / 0.549
1897-45-6 / Clc1c(C#N)c(Cl)c(C#N)c(Cl)c1Cl / 1.0258777 / -0.931 / 0.305 / -1.236
102-50-1 / Nc1ccc(OC)cc1C / 1.0093669 / -0.535 / -0.428 / -0.107
80-08-0 / Nc1ccc(cc1)S(=O)(=O)c2ccc(N)cc2 / 1.0292139 / 1.045 / 0.453 / 0.592
50-29-3 / Clc1ccc(cc1)C(c2ccc(Cl)cc2)C(Cl)(Cl)Cl / 1.0358323 / 0.622 / 0.747 / -0.125
53-43-0 / O=C2CCC1C3CC=C4CC(O)CCC4(C)C3CCC12C / 1.0373884 / 0.538 / 0.816 / -0.278
853-23-6 / CC(=O)OC2CCC3(C)C4CCC1(C)C(CCC1=O)C4CC=C3C2 / 1.0455006 / 1.022 / 1.176 / -0.154
63019-65-8 / CC(=O)N(C(C)=O)C2C=CC=C1c3ccccc3C=C12 / 1.0557332 / 1.145 / 1.631 / -0.486
16338-97-9 / C=CCN(CC=C)N=O / 1.0688613 / 0.571 / 2.213 / -1.642
720-69-4 / O=[N+]([O-])c1ccc(o1)c2nc(N)nc(N)n2 / 1.0536556 / 2.114 / 1.538 / 0.576
95-80-7 / Nc1cc(N)c(C)cc1 / 1.0221109 / 1.694 / 0.138 / 1.556
96-12-8 / BrC(CBr)CCl / 1.0829105 / 2.960 / 2.837 / 0.123
10318-26-0 / OC(C(O)CBr)C(O)C(O)CBr / 1.0617864 / 1.566 / 1.899 / -0.333
106-93-4 / BrCCBr / 1.0710956 / 2.092 / 2.313 / -0.221
1717-00-6 / CC(Cl)(Cl)F / 0.9982170 / -1.653 / -0.922 / -0.731
107-06-2 / ClCCCl / 1.0583394 / 1.090 / 1.746 / -0.656
62-73-7 / COP(=O)(OC)O\C=C(\Cl)Cl / 1.0626432 / 1.725 / 1.937 / -0.212
56-53-1 / Oc1ccc(cc1)C(\CC)=C(\CC)c2ccc(O)cc2 / 1.0750837 / 3.080 / 2.490 / 0.590
101-90-6 / c1ccc(cc1OCC2CO2)OCC3CO3 / 1.0622580 / 1.769 / 1.920 / -0.151
5803-51-0 / COc2ccc(cc2/C=C/c1ccc(N)cc1)OC / 1.0705014 / 2.549 / 2.286 / 0.263
59-35-8 / O=[N+]([O-])c1ccc(o1)c2nc(C)cc(C)n2 / 1.0642982 / 2.198 / 2.011 / 0.187
55738-54-0 / CN(C)CNc2nnc(/C=C/c1ccc(o1)[N+]([O-])=O)o2 / 1.0443580 / 1.096 / 1.126 / -0.030
121-69-7 / CN(C)c1ccccc1 / 1.0180389 / -0.013 / -0.043 / 0.030
26049-69-4 / CN(C)Nc1nc(cs1)c2ccc(o2)[N+]([O-])=O / 1.0839250 / 2.793 / 2.882 / -0.089
513-37-1 / C/C(C)=C\Cl / 1.0356979 / 0.455 / 0.741 / -0.286
55557-00-1 / O=NN1CCCN(CC1)N=O / 1.1112223 / 3.410 / 4.094 / -0.684
106-89-8 / ClCC1CO1 / 1.0474693 / 1.495 / 1.264 / 0.231
140-88-5 / C=CC(=O)OCC / 1.0100908 / -0.075 / -0.395 / 0.320
64-17-5 / CCO / 0.9996234 / -2.296 / -0.860 / -1.436
16301-26-1 / [O-]\[N+](CC)=N\CC / 1.0774591 / 3.667 / 2.595 / 1.072
57497-29-7 / [O-]\[N+](CC)=N\C / 1.0917169 / 3.669 / 3.228 / 0.441
75-21-8 / C1CO1 / 1.0091231 / 0.316 / -0.438 / 0.754
96724-44-6 / O=NN(CC)C(=O)NCCO / 1.0661172 / 2.490 / 2.092 / 0.398
86386-73-4 / OC(Cn1cncn1)(Cn2cncn2)c3ccc(F)cc3F / 1.0313588 / 0.579 / 0.549 / 0.030
363-17-7 / FC(F)(F)C(=O)NC1C=CC2=C3C=CC=CC3=CC2=C1 / 1.0717157 / 2.233 / 2.340 / -0.107
3570-75-0 / O=CNNc1nc(cs1)c2ccc(o2)[N+]([O-])=O / 1.0648426 / 1.701 / 2.035 / -0.334
110-00-9 / c1ccco1 / 1.0491074 / 2.235 / 1.336 / 0.899
98-01-1 / O=Cc1ccco1 / 1.0265584 / -0.852 / 0.336 / -1.188
67730-11-4 / Cc1cccn2c3nc(N)ccc3nc12 / 1.0595717 / 1.626 / 1.801 / -0.175
56-40-6 / NCC(=O)O / 1.0099001 / -2.534 / -0.404 / -2.130
87-68-3 / Cl/C(Cl)=C(/Cl)\C(\Cl)=C(/Cl)Cl / 1.0245935 / 0.598 / 0.248 / 0.350
67-72-1 / ClC(Cl)(Cl)C(Cl)(Cl)Cl / 1.0319321 / 0.631 / 0.574 / 0.057
680-31-9 / CN(C)P(=O)(N(C)C)N(C)C / 1.0838631 / 3.717 / 2.879 / 0.838
26049-70-7 / NNc1nc(cs1)c2ccc(cc2)[N+]([O-])=O / 1.0545830 / 1.867 / 1.580 / 0.287
53-95-2 / CC(=O)N(O)C1C=CC2=C3C=CC=CC3=CC2=C1 / 1.0674067 / 2.384 / 2.149 / 0.235
84545-30-2 / FC(F)(F)C\N=C(/N)Nc1ccn(CCCCC(N)=O)n1 / 1.0043231 / -0.582 / -0.651 / 0.069
100643-96-7 / O=C2Nc1ccc(cc1C2(C)C)C=3CCC(=O)NN=3 / 1.0651506 / 2.107 / 2.049 / 0.058
76180-96-6 / Nc3nc2c(ccc1ncccc12)n3C / 1.0552304 / 2.388 / 1.608 / 0.780
15503-86-3 / [O-][N+]13CC=C2COC(=O)[C@@](O)(CO)[C@H](C)C/C(=C\C)C(=O)OC(CC1)C23 / 1.0808603 / 2.710 / 2.746 / -0.036
115-11-7 / C=C(C)C / 1.0107049 / -1.801 / -0.368 / -1.433
542-56-3 / CC(C)CON=O / 1.0134121 / 0.280 / -0.248 / 0.528
54-85-3 / O=C(NN)c1ccncc1 / 1.0301901 / -0.039 / 0.497 / -0.536
303-34-4 / CC(C)(O)C(O)(C(C)OC)C(=O)OCC1=CCN2CCC(OC(=O)C(\C)=C\C)C12 / 1.0785897 / 3.024 / 2.645 / 0.379
76956-02-0 / OCc3nc(NCCCOc2cc(CN1CCCCC1)ccc2)n(C)n3 / 1.0294895 / -0.125 / 0.466 / -0.591
108-78-1 / Nc1nc(N)nc(N)n1 / 0.9994677 / -0.765 / -0.867 / 0.102
148-82-3 / O=C(O)C(N)Cc1ccc(cc1)N(CCCl)CCCl / 1.1051665 / 3.512 / 3.825 / -0.313
60-56-0 / S=C1NC=CN1C / 1.0493708 / 2.001 / 1.348 / 0.653
5834-17-3 / COc1cc2c3ccccc3oc2cc1N / 1.0484073 / 0.866 / 1.305 / -0.439
298-81-7 / COc1c3occc3cc2C=CC(=O)Oc12 / 1.0261348 / 0.824 / 0.317 / 0.507
1634-04-4 / CC(C)(C)OC / 1.0229506 / -0.901 / 0.175 / -1.076
21340-68-1 / Clc1ccc(cc1)c2ccc(OC(C)(C)C(=O)OC)cc2 / 1.0509420 / 1.805 / 1.418 / 0.387
99-80-9 / O=NN(C)c1ccc(cc1)N=O / 1.1052487 / 2.104 / 3.829 / -1.725
21638-36-8 / O=[N+]([O-])c2ccc(/C=N/N1CC(C)NC1=O)o2 / 1.0504400 / 1.649 / 1.396 / 0.253
63412-06-6 / O=C(N(C)N=O)c1ccccc1 / 1.0556386 / 1.706 / 1.626 / 0.080
14026-03-0 / CC1CCCCN1N=O / 1.0477239 / 0.987 / 1.275 / -0.288
76014-81-8 / OC(CCCN(C)N=O)c1cccnc1 / 1.0742635 / 3.308 / 2.453 / 0.855
64091-91-4 / O=C(CCCN(C)N=O)c1cccnc1 / 1.0728272 / 3.317 / 2.389 / 0.928
90-94-8 / CN(C)c1ccc(cc1)C(=O)c2ccc(cc2)N(C)C / 1.0582485 / 1.677 / 1.742 / -0.065
39801-14-4 / ClC13C5(Cl)C2(Cl)C4C(Cl)(C(Cl)(Cl)C12Cl)C3(Cl)C4(Cl)C5(Cl)Cl / 1.0739920 / 2.544 / 2.441 / 0.103
50-07-7 / NC(=O)OCC3C=1C(=O)C(N)=C(C)C(=O)C=1N4CC2NC2C34OC / 1.1451328 / 5.509 / 5.599 / -0.090
58139-48-3 / O=[N+]([O-])c1ccc(s1)c3nc(N2CCOCC2)c4ccccc4n3 / 1.0683292 / 1.833 / 2.190 / -0.357
389-08-2 / O=C(O)C2=CN(CC)c1nc(C)ccc1C2=O / 1.0045438 / 0.063 / -0.642 / 0.705
2243-62-1 / Nc2cccc1c2cccc1N / 1.0140810 / 0.357 / -0.218 / 0.575
91-59-8 / Nc1ccc2ccccc2c1 / 1.0330234 / 0.366 / 0.623 / -0.257
139-94-6 / O=C(Nc1ncc(s1)[N+]([O-])=O)NCC / 1.0454918 / 0.218 / 1.176 / -0.958
99-59-2 / Nc1cc(ccc1OC)[N+]([O-])=O / 1.0315475 / 0.494 / 0.557 / -0.063
59-87-0 / O=[N+]([O-])c1ccc(/C=N/NC(N)=O)o1 / 1.0459364 / 1.453 / 1.196 / 0.257
75198-31-1 / O=[N+]([O-])c1ccc(o1)c2cnc3ccccn23 / 1.0502216 / 1.227 / 1.386 / -0.159
36133-88-7 / [O-][N+](=O)c1ccc(o1)c2nc(CNC(C)=O)on2 / 1.0392895 / 0.627 / 0.901 / -0.274
4812-22-0 / CC\C=C(/CC)[N+]([O-])=O / 1.0380148 / 1.174 / 0.844 / 0.330
555-84-0 / O=[N+]([O-])c2ccc(/C=N/N1CCNC1=O)o2 / 1.0449625 / 1.630 / 1.153 / 0.477
51-75-2 / ClCCN(C)CCCl / 1.0729853 / 4.137 / 2.396 / 1.741
38777-13-8 / CC(C)Oc1ccccc1OC(=O)N(C)N=O / 1.0797707 / 2.816 / 2.698 / 0.118
83335-32-4 / FC(F)(F)CCCN(CCCC(F)(F)F)N=O / 1.0566718 / 2.551 / 1.672 / 0.879
89911-78-4 / O=NN(CCO)CC(O)CO / 1.0649299 / 1.439 / 2.039 / -0.600
61034-40-0 / CC1CN(N=O)CC(C)N1C(=O)c2ccccc2 / 1.0762401 / 1.408 / 2.541 / -1.133
96806-35-8 / O=C(NCCCl)N(N=O)CC(C)O / 1.0979234 / 2.380 / 3.503 / -1.123
760-60-1 / CC(C)CN(N=O)C(=O)N / 1.0684163 / 1.487 / 2.194 / -0.707
937-25-7 / O=NN(C)c1ccc(F)cc1 / 1.0721771 / 2.781 / 2.361 / 0.420
13256-11-6 / CN(CCc1ccccc1)N=O / 1.0556058 / 4.216 / 1.625 / 2.591
38347-74-9 / O=C1OCCN1N=O / 1.0373260 / 2.479 / 0.814 / 1.665
15973-99-6 / O=NN1CCCN(N=O)C1 / 1.1055316 / 2.939 / 3.841 / -0.902
1133-64-8 / O=NN2CCCCC2c1cccnc1 / 1.0590987 / 1.206 / 1.780 / -0.574
55-18-5 / CCN(CC)N=O / 1.0688683 / 3.586 / 2.214 / 1.372
62-75-9 / CN(C)N=O / 1.0762673 / 2.888 / 2.542 / 0.346
156-10-5 / O=Nc2ccc(Nc1ccccc1)cc2 / 1.0432203 / -0.006 / 1.075 / -1.081
17608-59-2 / OC(C(C)N(C)N=O)c1ccccc1 / 1.0629508 / 0.310 / 1.951 / -1.641
42579-28-2 / O=C1NC(=O)CN1N=O / 1.0488614 / 0.469 / 1.326 / -0.857
86451-37-8 / CN(N=O)CC(O)CO / 1.0582447 / 2.317 / 1.742 / 0.575
70415-59-7 / CN(N=O)CCCO / 1.0546385 / 1.852 / 1.582 / 0.270
16219-98-0 / O=NN(C)c1ccccn1 / 1.0751469 / 2.807 / 2.492 / 0.315
59-89-2 / O=NN1CCOCC1 / 1.0624580 / 3.028 / 1.929 / 1.099
5632-47-3 / O=NN1CCNCC1 / 1.0728305 / 1.118 / 2.390 / -1.272
930-55-2 / O=NN1CCCC1 / 1.0650555 / 2.098 / 2.044 / 0.054
81795-07-5 / CC1SC(C)SC(C)N1N=O / 1.0727320 / 2.600 / 2.385 / 0.215
3096-50-2 / CC(=O)Nc2ccc3c1ccccc1C(=O)c3c2 / 1.0323753 / 1.585 / 0.594 / 0.991
101-80-4 / Nc1ccc(cc1)Oc2ccc(N)cc2 / 1.0362598 / 1.323 / 0.766 / 0.557
60102-37-6 / CN1CCC2OC(=O)C3(CC(C)C(C)(O)C(=O)OCC(=CC1)C2=O)OC3C / 1.0736073 / 2.617 / 2.424 / 0.193
62-44-2 / CCOc1ccc(cc1)NC(C)=O / 1.0164169 / -0.843 / -0.115 / -0.728
60-80-0 / O=C2C=C(C)N(C)N2c1ccccc1 / 0.9993489 / -0.815 / -0.872 / 0.057
77-09-8 / Oc1ccc(cc1)C3(OC(=O)c2ccccc23)c4ccc(O)cc4 / 1.0188247 / -0.452 / -0.008 / -0.444
842-07-9 / O=C3C=Cc1ccccc1/C3=N\Nc2ccccc2 / 1.0250146 / 0.927 / 0.267 / 0.660
50-33-9 / O=C3C(CCCC)C(=O)N(c1ccccc1)N3c2ccccc2 / 1.0047105 / -0.575 / -0.634 / 0.059
122-60-1 / c2ccc(OCC1CO1)cc2 / 1.0370234 / 0.533 / 0.800 / -0.267
51-03-6 / CCCc1cc2OCOc2cc1COCCOCCOCCCC / 1.0219738 / -0.272 / 0.132 / -0.404
1955-45-9 / O=C1OCC1(C)C / 1.0110564 / -0.324 / -0.353 / 0.029
29069-24-7 / ClCCN(CCCl)c1ccc(cc1)CCCC(=O)OCC(=O)C5(O)CCC4C3CCC2=CC(=O)C=CC2(C)C3C(O)CC45C / 1.0637138 / 1.527 / 1.985 / -0.458
816-57-9 / NC(=O)N(CCC)N=O / 1.0699932 / 1.541 / 2.264 / -0.723
75-56-9 / CC1CO1 / 1.0332826 / -0.107 / 0.634 / -0.741
599-79-1 / O=S(=O)(Nc1ccccn1)c3ccc(N\N=C2/C=CC(=O)C(=C2)C(=O)O)cc3 / 1.0026279 / -0.601 / -0.727 / 0.126
2318-18-5 / O=C1OC2CCN(C)CC=C(COC(=O)C(C)(O)C(C)C\C1=C\C)C2=O / 1.0832492 / 2.332 / 2.852 / -0.520
10048-13-2 / Oc2cccc3Oc1c4C5C=COC5Oc4cc(OC)c1C(=O)c23 / 1.0896791 / 3.329 / 3.137 / 0.192
18883-66-4 / OC1OC(CO)C(O)C(O)C1NC(=O)N(C)N=O / 1.0894192 / 2.440 / 3.126 / -0.686
96-09-3 / c1ccccc1C2CO2 / 1.0324740 / 0.336 / 0.598 / -0.262
95-06-7 / C=C(Cl)CSC(=S)N(CC)CC / 1.0448268 / 0.933 / 1.146 / -0.213
23031-25-6 / Oc1cc(cc(O)c1)C(O)CNC(C)(C)C / 1.0338933 / -0.260 / 0.661 / -0.921
127-18-4 / Cl/C(Cl)=C(\Cl)Cl / 1.0339748 / 0.215 / 0.665 / -0.450
116-14-3 / F/C(F)=C(\F)F / 1.0167075 / -0.029 / -0.102 / 0.073
509-14-8 / O=[N+]([O-])C([N+]([O-])=O)([N+](=O)[O-])[N+]([O-])=O / 1.0703568 / 2.642 / 2.280 / 0.362
139-65-1 / Nc1ccc(cc1)Sc2ccc(N)cc2 / 1.0532076 / 1.766 / 1.518 / 0.248
62-56-6 / NC(N)=S / 1.0173715 / -0.112 / -0.072 / -0.040
68-76-8 / O=C1C=C(C(=O)C(=C1N2CC2)N3CC3)N4CC4 / 1.1076698 / 4.662 / 3.936 / 0.726
538-23-8 / O=C(CCCCCCC)OC(COC(=O)CCCCCCC)COC(=O)CCCCCCC / 0.9977165 / -1.067 / -0.945 / -0.122
88-06-2 / Clc1cc(Cl)cc(Cl)c1O / 1.0130566 / -0.312 / -0.264 / -0.048
96-18-4 / ClCC(Cl)CCl / 1.0821692 / 2.038 / 2.804 / -0.766
2489-77-2 / CN(C)C(=S)NC / 1.0510629 / 0.661 / 1.423 / -0.762
51-79-6 / NC(=O)OCC / 1.0172372 / 0.334 / -0.078 / 0.412
593-60-2 / BrC=C / 1.0380536 / 0.762 / 0.846 / -0.084
Calibration set
18523-69-8 / C\C(C)=N\Nc1ncc(s1)c2ccc(o2)[N+]([O-])=O / 1.0368276 / 1.644 / 0.791 / 0.853
34627-78-6 / CC(=O)OC(C=C)c1ccc2OCOc2c1 / 1.0182001 / 0.945 / -0.035 / 0.980
4075-79-0 / O=C(C)Nc1ccc(cc1)c2ccccc2 / 1.0544825 / 2.253 / 1.575 / 0.678
107-13-1 / C=CC#N / 1.0076024 / 0.497 / -0.506 / 1.003
1162-65-8 / O=C2Oc1c4C5C=COC5Oc4cc(OC)c1C=3CCC(=O)C2=3 / 1.1353568 / 4.991 / 5.165 / -0.174
760-56-5 / NC(=O)N(CC=C)N=O / 1.0618383 / 2.578 / 1.902 / 0.676
82-28-0 / O=C3c1ccccc1C(=O)c2c3ccc(C)c2N / 1.0467025 / 0.603 / 1.230 / -0.627
712-68-5 / Nc1nnc(s1)c2oc(cc2)[N+]([O-])=O / 1.0539919 / 2.506 / 1.553 / 0.953
119-34-6 / O=[N+]([O-])c1cc(N)ccc1O / 1.0283677 / -0.302 / 0.416 / -0.718
60142-96-3 / NCC1(CC(=O)O)CCCCC1 / 1.0067064 / -1.533 / -0.546 / -0.987
61-82-5 / Nc1nncn1 / 1.0163094 / 0.927 / -0.119 / 1.046
25843-45-2 / [O-]\[N+](C)=N\C / 1.0796446 / 3.201 / 2.692 / 0.509
30516-87-1 / CC1=CN(C(=O)NC1=O)C2CC(/N=[N+]=[N-])C(CO)O2 / 0.9796906 / -1.637 / -1.745 / 0.108
88133-11-3 / Nc1nc(c(CCOCC)c2ncnn12)c3ccccc3 / 1.0283263 / -0.286 / 0.414 / -0.700
71-43-2 / c1ccccc1 / 1.0171804 / -0.335 / -0.081 / -0.254
92-87-5 / Nc1ccc(cc1)c2ccc(N)cc2 / 1.0436229 / 2.027 / 1.093 / 0.934
271-89-6 / c1cccc2occc12 / 1.0210820 / -0.555 / 0.092 / -0.647
14504-15-5 / NC(=O)Cc2c([O-])on[n+]2Cc1ccccc1 / 1.0077406 / -0.260 / -0.500 / 0.240
2784-94-3 / CNc1ccc(cc1[N+]([O-])=O)N(CCO)CCO / 1.0385844 / -0.439 / 0.869 / -1.308
106-99-0 / C=CC=C / 1.0005209 / -0.683 / -0.820 / 0.137
75-65-0 / CC(C)(C)O / 1.0085629 / 0.060 / -0.463 / 0.523
115-28-6 / ClC2(Cl)C1(Cl)C(Cl)=C(Cl)C2(Cl)C(C1C(=O)O)C(=O)O / 1.0381218 / 0.979 / 0.849 / 0.130
101-79-1 / Clc2ccc(Oc1ccc(N)cc1)cc2 / 1.0179180 / 0.767 / -0.048 / 0.815
5131-60-2 / Nc1ccc(Cl)c(N)c1 / 1.0234469 / -0.344 / 0.197 / -0.541
75-88-7 / ClCC(F)(F)F / 1.0093507 / 0.133 / -0.428 / 0.561
65089-17-0 / Cc2cccc(Nc1cc(Cl)nc(SCC(=O)NCCO)n1)c2C / 1.0592736 / 1.752 / 1.788 / -0.036
107-30-2 / COCCl / 1.0668657 / 1.166 / 2.125 / -0.959
126-99-8 / C=C(Cl)C=C / 1.0016876 / -0.150 / -0.768 / 0.618
52214-84-3 / ClC2(Cl)CC2c1ccc(OC(C)(C)C(=O)O)cc1 / 1.0693178 / 2.123 / 2.234 / -0.111
637-07-0 / Clc1ccc(OC(C)(C)C(=O)OCC)cc1 / 1.0164537 / 0.157 / -0.113 / 0.270
120-71-8 / Nc1cc(C)ccc1OC / 1.0253221 / 0.146 / 0.281 / -0.135
123-73-9 / C\C=C\C=O / 1.0281971 / 1.222 / 0.408 / 0.814
50-18-0 / O=P1(NCCCO1)N(CCCl)CCCl / 1.0691798 / 2.072 / 2.227 / -0.155
1163-19-5 / Brc2c(Oc1c(Br)c(Br)c(Br)c(Br)c1Br)c(Br)c(Br)c(Br)c2Br / 1.0078302 / -0.542 / -0.496 / -0.046
4106-66-5 / Nc1ccc2c3ccccc3oc2c1 / 1.0574437 / 1.869 / 1.707 / 0.162
56654-52-5 / O=C(NCCCC)N(CCCC)N=O / 1.0758364 / 1.672 / 2.523 / -0.851
7572-29-4 / ClC#CCl / 1.0729513 / 1.423 / 2.395 / -0.972
106-46-7 / Clc1ccc(Cl)cc1 / 1.0276254 / -0.642 / 0.383 / -1.025
91-94-1 / Nc1ccc(cc1Cl)c2ccc(N)c(Cl)c2 / 1.0432751 / 0.955 / 1.078 / -0.123
111-46-6 / OCCOCCO / 0.9870314 / -1.194 / -1.419 / 0.225
3276-41-3 / O=NN1CC=CCO1 / 1.0490180 / 0.100 / 1.333 / -1.233
119-84-6 / O=C1CCc2ccccc2O1 / 0.9970888 / -1.302 / -0.973 / -0.329
94-58-6 / CCCc1ccc2OCOc2c1 / 1.0275546 / 0.060 / 0.380 / -0.320
91-93-0 / COc1cc(ccc1/N=C=O)c2ccc(\N=C=O)c(OC)c2 / 0.9991549 / -0.740 / -0.881 / 0.141
65176-75-2 / COc5c(OC)cc(O)c2c5Oc1c3C4C=COC4Oc3cc(OC)c1C2=O / 1.0872100 / 3.024 / 3.028 / -0.004
60-11-7 / CN(C)c2ccc(/N=N/c1ccccc1)cc2 / 1.0680890 / 1.833 / 2.179 / -0.346
551-92-8 / O=[N+]([O-])c1cnc(C)n1C / 1.0360983 / 0.919 / 0.759 / 0.160
606-20-2 / Cc1c(cccc1[N+](=O)[O-])[N+]([O-])=O / 1.0439123 / 2.795 / 1.106 / 1.689
123-91-1 / C1COCCO1 / 1.0034712 / -0.481 / -0.689 / 0.208
57-63-6 / Oc3cc4CCC2C(CCC1(C)C2CCC1(O)C#C)c4cc3 / 1.0824174 / 3.171 / 2.815 / 0.356
150-69-6 / CCOc1ccc(cc1)NC(N)=O / 1.0099609 / -0.474 / -0.401 / -0.073
100-41-4 / CCc1ccccc1 / 1.0070678 / -1.612 / -0.530 / -1.082
96-45-7 / S=C1NCCN1 / 1.0452836 / 1.099 / 1.167 / -0.068
117-81-7 / CCC(CCCC)COC(=O)c1ccccc1C(=O)OCC(CC)CCCC / 1.0114883 / -0.263 / -0.333 / 0.070
110559-84-7 / O=C(NCC(C)=O)N(CC)N=O / 1.0850257 / 2.981 / 2.931 / 0.050
38434-77-4 / N#CN(CC)N=O / 1.0802771 / 1.430 / 2.720 / -1.290
69112-98-7 / NC(=O)N(CCF)N=O / 1.0732847 / 3.034 / 2.410 / 0.624
93957-54-1 / O=C(O)CC(O)CC(O)/C=C/c2c(c1ccccc1n2C(C)C)c3ccc(F)cc3 / 1.0391632 / 0.517 / 0.895 / -0.378
556-52-5 / OCC1CO1 / 1.0260130 / 1.238 / 0.311 / 0.927
517-28-2 / Oc2cc3CC4(O)COc1c(O)c(O)ccc1C4c3cc2O / 1.0127097 / -0.520 / -0.279 / -0.241
118-74-1 / Clc1c(Cl)c(Cl)c(Cl)c(Cl)c1Cl / 1.0446967 / 1.868 / 1.141 / 0.727
319-84-6 / ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl / 1.0505334 / 1.414 / 1.400 / 0.014
122-66-7 / N(Nc1ccccc1)c2ccccc2 / 1.0327910 / 1.518 / 0.612 / 0.906
306-83-2 / ClC(Cl)C(F)(F)F / 1.0081746 / -1.190 / -0.480 / -0.710
129-43-1 / O=C3c1ccccc1C(=O)c2c3cccc2O / 1.0321763 / 0.380 / 0.585 / -0.205
33389-36-5 / O=[N+]([O-])c1ccc(s1)c2nc(NCCO)c3ccccc3n2 / 1.0517214 / 2.228 / 1.453 / 0.775
71752-70-0 / O=C(N)N(N=O)CCCO / 1.0565200 / 2.177 / 1.666 / 0.511
5208-87-7 / C=CC(O)c1ccc2OCOc2c1 / 1.0197804 / 0.986 / 0.035 / 0.951
21416-87-5 / O=C2CN(CC(C)N1CC(=O)NC(=O)C1)CC(=O)N2 / 1.0262455 / 1.399 / 0.322 / 1.077
53-86-1 / Clc1ccc(cc1)C(=O)n3c2ccc(cc2c(CC(=O)O)c3C)OC / 1.0690205 / 2.493 / 2.220 / 0.273
86315-52-8 / CS(=O)c3ccc(c1nc2cnccc2n1)c(OC)c3 / 1.0362869 / 0.610 / 0.767 / -0.157
78-59-1 / O=C1C=C(C)CC(C)(C)C1 / 1.0207390 / -0.942 / 0.077 / -1.019
3778-73-2 / O=P1(NCCCl)OCCCN1CCCl / 1.0806848 / 2.548 / 2.738 / -0.190
143-50-0 / O=C2C1(Cl)C3(Cl)C5(Cl)C1(Cl)C4(Cl)C2(Cl)C3(Cl)C4(Cl)C5(Cl)Cl / 1.0690263 / 2.219 / 2.221 / -0.002
5989-27-5 / CC1=CCC(CC1)C(C)=C / 1.0277041 / -0.175 / 0.386 / -0.561
77500-04-0 / Cc1nc3c(nc1)ccc2c3nc(N)n2C / 1.0770062 / 2.109 / 2.575 / -0.466
149-30-4 / S=C1Nc2ccccc2S1 / 1.0227645 / -0.313 / 0.167 / -0.480
57-39-6 / CC1CN1P(=O)(N2CC2C)N3CC3C / 1.0627300 / 1.684 / 1.941 / -0.257
934-00-9 / COc1cccc(O)c1O / 0.9979119 / 0.459 / -0.936 / 1.395
150-76-5 / Oc1ccc(OC)cc1 / 1.0147869 / -0.724 / -0.187 / -0.537
57497-34-4 / [O-]\[N+](C)=N\CC / 1.0900576 / 0.884 / 3.154 / -2.270
598-55-0 / NC(=O)OC / 1.0154857 / 0.123 / -0.156 / 0.279
55-80-1 / CN(C)c2ccc(/N=N/c1cc(C)ccc1)cc2 / 1.0661296 / 1.863 / 2.092 / -0.229
70-25-7 / O=[N+]([O-])\N=C(\N)N(C)N=O / 1.0888128 / 2.263 / 3.099 / -0.836
129-15-7 / [O-][N+](=O)c3c(C)ccc2C(=O)c1ccccc1C(=O)c23 / 1.0306454 / 0.499 / 0.517 / -0.018
63642-17-1 / NC(CCCNC(=O)N(C)N=O)C(=O)O / 1.0806006 / 2.443 / 2.734 / -0.291
452-86-8 / Cc1cc(O)c(O)cc1 / 0.9974008 / -0.301 / -0.959 / 0.658
56-49-5 / Cc2ccc3cc1c5ccccc5ccc1c4CCc2c34 / 1.0817632 / 2.738 / 2.786 / -0.048
101-14-4 / Nc2ccc(Cc1ccc(N)c(Cl)c1)cc2Cl / 1.0434467 / 1.141 / 1.085 / 0.056
838-88-0 / Cc2cc(Cc1ccc(N)c(C)c1)ccc2N / 1.0656759 / 1.487 / 2.072 / -0.585
598-57-2 / [O-][N+](=O)CN / 1.0236744 / 0.641 / 0.208 / 0.433
33868-17-6 / N#CN(C)N=O / 1.0683313 / 2.249 / 2.190 / 0.059
443-48-1 / Cc1ncc([N+]([O-])=O)n1CCO / 1.0235173 / -0.501 / 0.201 / -0.702
3771-19-5 / O=C(O)C(C)(C)Oc1ccc(cc1)C3CCCc2ccccc23 / 1.0301133 / 1.451 / 0.493 / 0.958
139-13-9 / OC(=O)CN(CC(=O)O)CC(=O)O / 1.0223699 / -0.967 / 0.150 / -1.117
2578-75-8 / O=C(C)Nc1nnc(s1)c2ccc(o2)[N+]([O-])=O / 1.0518144 / 1.459 / 1.457 / 0.002
531-82-8 / O=C(C)Nc1nc(cs1)c2ccc(o2)[N+]([O-])=O / 1.0587805 / 1.153 / 1.766 / -0.613
24554-26-5 / O=CNc1nc(cs1)c2ccc(o2)[N+]([O-])=O / 1.0553606 / 1.750 / 1.614 / 0.136
91-23-6 / COc1ccccc1[N+]([O-])=O / 1.0203765 / 0.992 / 0.061 / 0.931
98-95-3 / [O-][N+](=O)c1ccccc1 / 1.0264838 / 0.684 / 0.332 / 0.352
600-24-8 / CC(CC)[N+]([O-])=O / 1.0312757 / -0.443 / 0.545 / -0.988
1836-75-5 / Clc2cc(Cl)ccc2Oc1ccc(cc1)[N+]([O-])=O / 1.0285729 / -0.170 / 0.425 / -0.595
607-57-8 / [O-][N+](=O)C1C=CC2=C3C=CC=CC3=CC2=C1 / 1.0852550 / 2.870 / 2.941 / -0.071
67-20-9 / O=[N+]([O-])c2ccc(/C=N/N1CC(=O)NC1=O)o2 / 1.0406942 / 0.165 / 0.963 / -0.798
75-52-5 / [O-][N+](C)=O / 1.0243737 / 0.179 / 0.239 / -0.060
551-88-2 / CCC(CC)[N+]([O-])=O / 1.0393164 / 0.694 / 0.902 / -0.208
5522-43-0 / [O-][N+](=O)c4ccc1ccc2cccc3ccc4c1c23 / 1.0615786 / 1.871 / 1.890 / -0.019
607-35-2 / [O-][N+](=O)c1cccc2cccnc12 / 1.0486079 / 1.249 / 1.314 / -0.065
16813-36-8 / O=C1NC(=O)N(N=O)CC1 / 1.0864424 / 3.163 / 2.994 / 0.169
89911-79-5 / O=NN(CC(C)O)CC(O)CO / 1.0759450 / 3.523 / 2.528 / 0.995
92177-50-9 / OC(CNCC(C)=O)C(O)N=O / 1.0695964 / 3.699 / 2.246 / 1.453
56222-35-6 / CC(O)CN(CCO)N=O / 1.0750979 / 1.181 / 2.490 / -1.309
55090-44-3 / CN(CCCCCCCCCCCC)N=O / 1.0719758 / 2.629 / 2.352 / 0.277
75881-20-8 / CN(CCCCCCCCCCCCCC)N=O / 1.0726311 / 2.192 / 2.381 / -0.189
75881-22-0 / CN(CCCCCCCCCC)N=O / 1.0713210 / 2.201 / 2.323 / -0.122
684-93-5 / NC(=O)N(C)N=O / 1.0719638 / 3.046 / 2.351 / 0.695
55556-92-8 / O=NN1CC=CCC1 / 1.0705159 / 3.271 / 2.287 / 0.984
82018-90-4 / FC(F)(F)CN(CC)N=O / 1.0732222 / 1.792 / 2.407 / -0.615
75881-18-4 / CC1CN(N=O)CC(C)N1C / 1.0848633 / 3.018 / 2.924 / 0.094
91308-70-2 / CC(O)CN(CC=C)N=O / 1.0776436 / 2.216 / 2.603 / -0.387
91308-69-9 / C=CCN(N=O)CCO / 1.0559197 / 2.423 / 1.639 / 0.784
51542-33-7 / CN(N=O)C(=O)Nc1nc2ccccc2s1 / 1.0792894 / 2.320 / 2.676 / -0.356
60599-38-4 / O=C(C)CN(CC(=O)C)N=O / 1.0791003 / 2.508 / 2.668 / -0.160
924-16-3 / CCCCN(CCCC)N=O / 1.0649388 / 2.360 / 2.039 / 0.321
1116-54-7 / OCCN(N=O)CCO / 1.0419348 / 1.627 / 1.018 / 0.609
86-30-6 / O=NN(c1ccccc1)c2ccccc2 / 1.0582215 / 0.074 / 1.741 / -1.667
621-64-7 / CCCN(CCC)N=O / 1.0786805 / 2.845 / 2.649 / 0.196
10595-95-6 / CCN(C)N=O / 1.0813664 / 3.244 / 2.768 / 0.476
614-95-9 / O=NN(CC)C(=O)OCC / 1.0705385 / 3.209 / 2.288 / 0.921
20917-49-1 / O=NN1CCCCCCC1 / 1.0608159 / 3.575 / 1.856 / 1.719
26921-68-6 / CN(N=O)CCO / 1.0683952 / 1.907 / 2.193 / -0.286
55984-51-5 / CC(=O)CN(C)N=O / 1.0700117 / 3.829 / 2.264 / 1.565
614-00-6 / O=NN(C)c1ccccc1 / 1.0523990 / 2.982 / 1.483 / 1.499
68107-26-6 / CN(CCCCCCCCCCC)N=O / 1.0716483 / 1.956 / 2.337 / -0.381
78246-24-9 / O=NN2CCCC2c1c[n+]([O-])ccc1 / 1.0727968 / 2.344 / 2.388 / -0.044
303-47-9 / O=C(O)C(Cc1ccccc1)NC(=O)c2cc(Cl)c3CC(C)OC(=O)c3c2O / 1.0969039 / 3.593 / 3.458 / 0.135
14698-29-4 / O=C(O)C2=CN(CC)c1cc3OCOc3cc1C2=O / 1.0251689 / 0.194 / 0.274 / -0.080
13752-51-7 / S=C(SN1CCOCC1)N2CCOCC2 / 1.0109234 / 0.437 / -0.358 / 0.795
1825-21-4 / Clc1c(OC)c(Cl)c(Cl)c(Cl)c1Cl / 1.0324095 / 1.053 / 0.595 / 0.458
50-24-8 / OCC(=O)C4(O)CCC3C2CCC1=CC(=O)C=CC1(C)C2C(O)CC34C / 1.0663420 / 2.372 / 2.102 / 0.270
671-16-9 / CC(C)NC(=O)c1ccc(CNNC)cc1 / 1.0396895 / 1.742 / 0.918 / 0.824
1120-71-4 / O=S1(=O)CCCO1 / 1.0519825 / 1.503 / 1.464 / 0.039
57-57-8 / O=C1CCO1 / 1.0289231 / 1.693 / 0.441 / 1.252
13010-07-6 / N/C(=N/[N+]([O-])=O)N(CCC)N=O / 1.0756297 / 2.126 / 2.514 / -0.388
51-52-5 / S=C1NC(CCC)=CC(=O)N1 / 1.0331557 / 1.094 / 0.628 / 0.466
81-54-9 / O=C2c1ccccc1C(=O)c3c2c(O)cc(O)c3O / 1.0222355 / -0.423 / 0.144 / -0.567
2425-85-6 / [O-][N+](=O)c3cc(C)ccc3N\N=C1\c2ccccc2C=CC1=O / 1.0002129 / -0.581 / -0.834 / 0.253
127-47-9 / CC=1CCCC(C)(C)C=1/C=CC(\C)=C\C=C\C(\C)=C\COC(C)=O / 1.0333525 / 0.420 / 0.637 / -0.217
480-54-6 / O=C1OCC3=CCN2CCC(OC(=O)C(/CC(C)C1(O)CO)=C\C)C23 / 1.0143108 / -0.390 / -0.208 / -0.182
18559-94-9 / OCc1cc(ccc1O)C(O)CNC(C)(C)C / 1.0224899 / 0.777 / 0.155 / 0.622
533-31-3 / Oc1ccc2OCOc2c1 / 1.0393117 / -0.990 / 0.902 / -1.892
77-46-3 / O=S(=O)(c1ccc(NC(C)=O)cc1)c2ccc(NC(C)=O)cc2 / 1.0500538 / 0.777 / 1.379 / -0.602
811-97-2 / FCC(F)(F)F / 0.9743153 / -2.467 / -1.983 / -0.484
40548-68-3 / O=NN1CCCCO1 / 1.0518046 / 0.679 / 1.456 / -0.777
109-99-9 / C1CCCO1 / 1.0093185 / -0.752 / -0.430 / -0.322
52-24-4 / S=P(N1CC1)(N2CC2)N3CC3 / 1.0974126 / 3.062 / 3.481 / -0.419
62-55-5 / CC(N)=S / 1.0261932 / 0.815 / 0.319 / 0.496
789-61-7 / NC=3Nc2c(ncn2C1CC(O)C(CO)O1)C(=S)N=3 / 1.0729976 / 2.130 / 2.397 / -0.267
141-90-2 / O=C1C=CNC(=S)N1 / 1.0402706 / 1.032 / 0.944 / 0.088
88-19-7 / Cc1ccccc1S(=O)(N)=O / 1.0185140 / -1.364 / -0.021 / -1.343
76-25-5 / OCC(=O)C54OC(C)(C)OC5CC3C2CCC1=CC(=O)C=CC1(C)C2(F)C(O)CC34C / 1.1146139 / 3.914 / 4.244 / -0.330
75-25-2 / BrC(Br)Br / 1.0163261 / -0.409 / -0.119 / -0.290
137-17-7 / Cc1cc(C)c(N)cc1C / 1.0090568 / 0.605 / -0.441 / 1.046
95-63-6 / Cc1cc(C)c(C)cc1 / 1.0007583 / -1.559 / -0.810 / -0.749
55-63-0 / O=[N+]([O-])OC(CO[N+]([O-])=O)CO[N+](=O)[O-] / 1.0232316 / 0.094 / 0.188 / -0.094
126-72-7 / BrCC(Br)COP(=O)(OCC(Br)CBr)OCC(Br)CBr / 1.0695170 / 2.260 / 2.242 / 0.018
66-22-8 / O=C1C=CNC(=O)N1 / 1.0231468 / -0.777 / 0.184 / -0.961
108-05-4 / CC(=O)OC=C / 1.0113718 / -0.598 / -0.339 / -0.259
75-02-5 / C=CF / 1.0074291 / 0.362 / -0.514 / 0.876
2832-40-8 / O=C2C=CC(C)=C\C2=N\Nc1ccc(NC(C)=O)cc1 / 1.0316481 / -0.149 / 0.562 / -0.711
Test set
29611-03-8 / O=C2Oc1c4C5C=COC5Oc4cc(OC)c1C=3CCC(O)C2=3 / 1.1402322 / 5.102 / 5.381 / -0.279
57-06-7 / C=CC\N=C=S / 1.0204178 / 0.014 / 0.063 / -0.049
2835-39-4 / CC(C)CC(=O)OCC=C / 1.0105215 / 0.063 / -0.376 / 0.439
38514-71-5 / Nc1nc(cs1)c2oc(cc2)[N+]([O-])=O / 1.0469748 / 1.558 / 1.242 / 0.316
121-88-0 / Nc1ccc(cc1O)[N+]([O-])=O / 1.0378733 / 0.143 / 0.838 / -0.695
2432-99-7 / O=C(O)CCCCCCCCCCN / 0.9970079 / -0.737 / -0.976 / 0.239
103-33-3 / N(=N/c1ccccc1)\c2ccccc2 / 1.0388521 / 0.879 / 0.881 / -0.002
33372-39-3 / O=[N+]([O-])c1ccc(s1)c2nc(N(CCO)CCO)c3ccccc3n2 / 1.0558376 / 2.060 / 1.635 / 0.425
74-96-4 / BrCC / 1.0384018 / -0.136 / 0.861 / -0.997
85-68-7 / O=C(OCc1ccccc1)c2ccccc2C(=O)OCCCC / 1.0046897 / -0.522 / -0.635 / 0.113
869-01-2 / O=C(N)N(CCCC)N=O / 1.0845963 / 2.448 / 2.912 / -0.464
331-39-5 / Oc1ccc(/C=C/C(=O)O)cc1O / 0.9920446 / -0.217 / -1.196 / 0.979
60391-92-6 / O=C(N)N(N=O)CC(=O)O / 1.0799585 / 1.533 / 2.706 / -1.173
50892-23-4 / Cc2cccc(Nc1cc(Cl)nc(SCC(=O)O)n1)c2C / 1.0687609 / 1.871 / 2.209 / -0.338
108-90-7 / Clc1ccccc1 / 1.0136339 / -0.341 / -0.238 / -0.103
593-70-4 / ClCF / 1.0434144 / 0.396 / 1.084 / -0.688
54749-90-5 / OC1OC(CO)C(O)C(O)C1NC(=O)N(CCCl)N=O / 1.1152367 / 3.923 / 4.272 / -0.349
117-10-2 / Oc3cccc2C(=O)c1cccc(O)c1C(=O)c23 / 0.9924341 / -0.009 / -1.179 / 1.170
1192-28-5 / O\N=C1\CCCC1 / 1.0539060 / 0.385 / 1.549 / -1.164
79-43-6 / ClC(Cl)C(=O)O / 1.0447953 / -0.096 / 1.145 / -1.241
685-91-6 / CCN(CC)C(C)=O / 1.0380381 / 1.115 / 0.845 / 0.270
105-55-5 / CCNC(=S)NCC / 1.0381548 / 0.741 / 0.850 / -0.109
4164-28-7 / CN(C)[N+]([O-])=O / 1.0445136 / 2.217 / 1.133 / 1.084
13256-06-9 / CCCCCN(CCCCC)N=O / 1.0655898 / 1.665 / 2.068 / -0.403
106-88-7 / CCC1CO1 / 1.0199780 / -0.484 / 0.043 / -0.527
13073-35-3 / OC(=O)C(N)CCSCC / 1.0333084 / 1.517 / 0.635 / 0.882
398-32-3 / O=C(C)Nc1ccc(cc1)c2ccc(F)cc2 / 1.0742997 / 2.356 / 2.455 / -0.099
32852-21-4 / O=CNNc1nc(C)cs1 / 1.0190072 / 1.038 / 0.000 / 1.038
67730-10-3 / Nc1ccc2nc3ccccn3c2n1 / 1.0286302 / 0.639 / 0.428 / 0.211
18774-85-1 / CCCCCCN(N=O)C(N)=O / 1.0599668 / 2.529 / 1.819 / 0.710
26049-71-8 / NNc1nc(cs1)c2ccc(N)cc2 / 1.0484685 / 2.302 / 1.308 / 0.994
26049-68-3 / NNc1nc(cs1)c2oc(cc2)[N+]([O-])=O / 1.0563815 / 1.851 / 1.659 / 0.192
96724-45-7 / O=C(NCC)N(N=O)CCO / 1.0679935 / 2.458 / 2.175 / 0.283
13743-07-2 / NC(=O)N(N=O)CCO / 1.0641232 / 2.737 / 2.003 / 0.734
98-85-1 / CC(O)c1ccccc1 / 1.0009430 / -0.574 / -0.801 / 0.227
101-61-1 / CN(C)c2ccc(Cc1ccc(cc1)N(C)C)cc2 / 1.0538099 / 1.191 / 1.545 / -0.354
2385-85-5 / ClC53C1(Cl)C4(Cl)C2(Cl)C1(Cl)C(Cl)(Cl)C5(Cl)C2(Cl)C3(Cl)C4(Cl)Cl / 1.0939907 / 2.489 / 3.329 / -0.840
315-22-0 / O=C1OCC3=CCN2CCC(OC(=O)C(C)C(C)(O)C1(C)O)C23 / 1.0647009 / 2.539 / 2.029 / 0.510
2122-86-3 / O=C1NN=C(O1)c2oc(cc2)[N+]([O-])=O / 1.0437006 / 1.360 / 1.096 / 0.264
53757-28-1 / [O-][N+](=O)c1ccc(o1)c2cscn2 / 1.0866989 / 1.407 / 3.005 / -1.598
51325-35-0 / O=[N+]([O-])c1ccc(o1)c2nc(NC(C)=O)nc(NC(C)=O)n2 / 1.0270519 / 1.337 / 0.357 / 0.980
602-87-9 / [O-][N+](=O)c1ccc2CCc3cccc1c23 / 1.0433697 / 1.361 / 1.082 / 0.279
62-23-7 / O=[N+]([O-])c1ccc(cc1)C(=O)O / 1.0163838 / -0.235 / -0.116 / -0.119
96806-34-7 / O=C(NCCCl)N(N=O)CCO / 1.0926757 / 2.740 / 3.270 / -0.530
75896-33-2 / OC1CCN(N=O)C1 / 1.0645368 / 2.162 / 2.021 / 0.141
92177-49-6 / O=C(N=O)CCNCCO / 1.0524983 / 1.910 / 1.487 / 0.423
88208-16-6 / O=NN(CC=C)CC(O)CO / 1.0611061 / 2.288 / 1.869 / 0.419
91308-71-3 / C=CCN(CC(=O)C)N=O / 1.0791744 / 2.628 / 2.671 / -0.043
64005-62-5 / O=NN(CCCCC)C(=O)OCC / 1.0583511 / 2.270 / 1.747 / 0.523
53609-64-6 / CC(O)CN(CC(C)O)N=O / 1.0862181 / 2.283 / 2.984 / -0.701
40580-89-0 / O=NN1CCCCCCCCCCCC1 / 1.0624378 / 1.290 / 1.928 / -0.638
100-75-4 / O=NN1CCCCC1 / 1.0733596 / 1.902 / 2.413 / -0.511
26541-51-5 / O=NN1CCSCC1 / 1.0724871 / 1.390 / 2.374 / -0.984
611-23-4 / Cc1ccccc1N=O / 1.0215273 / 0.378 / 0.112 / 0.266
7227-91-0 / CN(C)/N=N/c1ccccc1 / 1.0288399 / 1.810 / 0.437 / 1.373
90-43-7 / Oc2ccccc2c1ccccc1 / 1.0094400 / -0.134 / -0.424 / 0.290
94-59-7 / C=CCc1ccc2OCOc2c1 / 1.0260205 / -0.434 / 0.312 / -0.746
22571-95-5 / CC(C)C(O)(C(C)O)C(=O)OCC1=CCN2CCC(OC(=O)C(\C)=C\C)C12 / 1.0615647 / 2.300 / 1.889 / 0.411
42011-48-3 / O=C(Nc1nc(cs1)c2ccc(o2)[N+]([O-])=O)C(F)(F)F / 1.0185288 / 1.656 / -0.021 / 1.677
75-01-4 / C=CCl / 1.0520159 / 1.010 / 1.466 / -0.456
88-12-0 / O=C1CCCN1C=C / 1.0450944 / 0.967 / 1.158 / -0.191

TABLE 5

Probabilistic analysis of significance for SMILES attributes (SAk) from TABLE 1: if correlation weights CW(SAk) are more 1 for three optimization probes, then SAk can be classified as promoter of carcinogenicity increasing; if correlation weights are less 1 for the three probes SAk can be classified as promoter of carcinogenicity decreasing; if there are both CWs less 1 and CWs more 1, the role of SAk is undefined. Second criterion is percent of SMILES (from training set) which contain the given SAk.

Molecular fragment / SAk / CW(SAk) in three probes (TABLE 1) / Sub conclusion / % in training set / Conclusion
/ C______/ 0.9978756
0.9945326
1.0002378 / Role is undefined
/ =______/ 0.9965598
0.9991111
1.0153201 / Role is undefined
/ O______ / 0.9996529
0.9996123
0.9911342 / Promoter of carcinogenicity decrease / 135/170=
79% / significant promoter of carcinogenicity decrease
/ C___C______/ 1.0022483
1.0075775
0.9976239 / Role is undefined
/ C___=______/ 1.0001043
0.9987302
0.9947579 / Role is undefined
/ O___=______ / 1.0072219
1.0040610
1.0028798 / Promoter of carcinogenicity increase / 110/170=
65% / significant promoter of carcinogenicity increase
dC
!-02______ / 1.0087289
1.0089263
1.0088510 / Promoter of carcinogenicity increase / 11/170=
6% / undefined