lazar 0.0.5 → 0.0.6

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Files changed (64) hide show
  1. checksums.yaml +4 -4
  2. data/.gitignore +10 -0
  3. data/.yardopts +4 -0
  4. data/Gemfile +2 -0
  5. data/LICENSE +674 -0
  6. data/README.md +44 -0
  7. data/Rakefile +1 -0
  8. data/VERSION +1 -0
  9. data/ext/lazar/Makefile +5 -0
  10. data/java/CdkDescriptorInfo.class +0 -0
  11. data/java/CdkDescriptorInfo.java +22 -0
  12. data/java/CdkDescriptors.class +0 -0
  13. data/java/CdkDescriptors.java +141 -0
  14. data/java/Jmol.jar +0 -0
  15. data/java/JoelibDescriptorInfo.class +0 -0
  16. data/java/JoelibDescriptorInfo.java +15 -0
  17. data/java/JoelibDescriptors.class +0 -0
  18. data/java/JoelibDescriptors.java +60 -0
  19. data/java/Rakefile +15 -0
  20. data/java/cdk-1.4.19.jar +0 -0
  21. data/java/joelib2.jar +0 -0
  22. data/java/log4j.jar +0 -0
  23. data/lazar.gemspec +28 -0
  24. data/lib/SMARTS_InteLigand.txt +983 -0
  25. data/mongoid.yml +8 -0
  26. data/test/data/CPDBAS_v5c_1547_29Apr2008part.sdf +13553 -0
  27. data/test/data/CPDBAS_v5d_cleaned/CPDBAS_v5d_20Nov2008_mouse_TD50.csv +436 -0
  28. data/test/data/CPDBAS_v5d_cleaned/CPDBAS_v5d_20Nov2008_rat_TD50.csv +568 -0
  29. data/test/data/CPDBAS_v5d_cleaned/DSSTox_Carcinogenic_Potency_DBS_Hamster.csv +87 -0
  30. data/test/data/CPDBAS_v5d_cleaned/DSSTox_Carcinogenic_Potency_DBS_Mouse.csv +978 -0
  31. data/test/data/CPDBAS_v5d_cleaned/DSSTox_Carcinogenic_Potency_DBS_MultiCellCall.csv +1120 -0
  32. data/test/data/CPDBAS_v5d_cleaned/DSSTox_Carcinogenic_Potency_DBS_MultiCellCall_no_duplicates.csv +1113 -0
  33. data/test/data/CPDBAS_v5d_cleaned/DSSTox_Carcinogenic_Potency_DBS_Mutagenicity.csv +850 -0
  34. data/test/data/CPDBAS_v5d_cleaned/DSSTox_Carcinogenic_Potency_DBS_Mutagenicity_no_duplicates.csv +829 -0
  35. data/test/data/CPDBAS_v5d_cleaned/DSSTox_Carcinogenic_Potency_DBS_Rat.csv +1198 -0
  36. data/test/data/CPDBAS_v5d_cleaned/DSSTox_Carcinogenic_Potency_DBS_SingleCellCall.csv +1505 -0
  37. data/test/data/EPAFHM.csv +618 -0
  38. data/test/data/EPAFHM.medi.csv +100 -0
  39. data/test/data/EPAFHM.mini.csv +22 -0
  40. data/test/data/EPA_v4b_Fathead_Minnow_Acute_Toxicity_LC50_mmol.csv +581 -0
  41. data/test/data/FDA_v3b_Maximum_Recommended_Daily_Dose_mmol.csv +1217 -0
  42. data/test/data/ISSCAN-multi.csv +59 -0
  43. data/test/data/LOAEL_log_mg_corrected_smiles.csv +568 -0
  44. data/test/data/LOAEL_log_mmol_corrected_smiles.csv +568 -0
  45. data/test/data/acetaldehyde.sdf +14 -0
  46. data/test/data/boiling_points.ext.sdf +11460 -0
  47. data/test/data/cpdb_100.csv +101 -0
  48. data/test/data/hamster_carcinogenicity.csv +86 -0
  49. data/test/data/hamster_carcinogenicity.mini.bool_float.csv +11 -0
  50. data/test/data/hamster_carcinogenicity.mini.bool_int.csv +11 -0
  51. data/test/data/hamster_carcinogenicity.mini.bool_string.csv +11 -0
  52. data/test/data/hamster_carcinogenicity.mini.csv +11 -0
  53. data/test/data/hamster_carcinogenicity.ntriples +618 -0
  54. data/test/data/hamster_carcinogenicity.sdf +2805 -0
  55. data/test/data/hamster_carcinogenicity.xls +0 -0
  56. data/test/data/hamster_carcinogenicity.yaml +352 -0
  57. data/test/data/hamster_carcinogenicity_with_errors.csv +88 -0
  58. data/test/data/kazius.csv +4070 -0
  59. data/test/data/multi_cell_call.csv +1067 -0
  60. data/test/data/multi_cell_call_no_dup.csv +1057 -0
  61. data/test/data/multicolumn.csv +8 -0
  62. data/test/data/rat_feature_dataset.csv +1179 -0
  63. data/test/data/wrong_dataset.csv +8 -0
  64. metadata +108 -8
@@ -0,0 +1,568 @@
1
+ STRUCTURE_SMILES,TD50_Rat_mmol
2
+ ClC1=CC2=C(C=C1Cl)OC3=C(C=C(C(=C3)Cl)Cl)O2,0.000000073
3
+ C12C(OC3=C(N=1)C(=CC=C3C)C(N[C@@H]4C(N[C@@H](C(N5[C@@H](CCC5)C(N(CC(N([C@H](C(O[C@H]4C)=O)C(C)C)C)=O)C)=O)=O)C(C)C)=O)=O)=C(C(C(=C2C(N[C@@H]6C(N[C@@H](C(N7[C@@H](CCC7)C(N(CC(N([C@H](C(O[C@H]6C)=O)C(C)C)C)=O)C)=O)=O)C(C)C)=O)=O)N)=O)C,0.000000884
4
+ ClC1=C(Cl)C(Cl)=CC2=C1OC3=C(C=C(Cl)C(Cl)=C3Cl)O2,0.00000152
5
+ [N+](=N/CCC)(/CCC)[O-],0.00000185
6
+ O=C(C(C)=C4N)C2=C(C4=O)[C@](COC(N)=O)([H])[C@@](N2C3)(OC)[C@@]1([H])N[C@@]31[H],0.00000305
7
+ O=C(O2)C([C@@H](CC3)O)=C3C1=C2C4=C(O[C@@]5([H])[C@]([H])4C=CO5)C=C1OC,0.00000786
8
+ C12=C3C(C4=C(C(O3)=O)C(=O)CC4)=C(C=C1OC5C2C=CO5)OC,0.0000102
9
+ [N+](=N\C(C)C)(/C(C)C)[O-],0.0000206
10
+ C(C1)N1C(=CC(=O)C=2N(C3)C3)C(=O)C=2N(C4)C4,0.0000218
11
+ ClCOCCl,0.0000311
12
+ C1=CC=CC(=C1)CCN(C)N=O,0.0000608
13
+ ClCCN(C)CCCl,0.0000731
14
+ [Cl-].[Cd+2].[Cl-],0.0000742
15
+ O=S(=O)([O-])[O-].[Cd+2],0.000104
16
+ O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(=O)N(CCCl)N=O,0.00012
17
+ F[C@@]([C@](C=C4)(C)C3=CC4=O)2[C@@H](O)C[C@]([C@](C5)([H])[C@@]([H])2CC3)(C)[C@@]1([C@](CO)=O)[C@@H]5OC(C)(C)O1,0.000122
18
+ CN(CC(C)=O)N=O,0.000148
19
+ CN(C)P(=O)(N(C)C)N(C)C,0.000192
20
+ N(CC(CO)O)(CC(C)=O)N=O,0.0002
21
+ [O-]\[N+](CC)=N/CC,0.000215
22
+ [O-]\[N+](CC)=N/C,0.000215
23
+ CCN(CC)N=O,0.000259
24
+ O=NN1CCCCCCC1,0.000266
25
+ N(CC(CO)O)(CC(O)C)N=O,0.0003
26
+ OC([C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N)=O,0.000307
27
+ O=C(O[C@H](C)C2)C1=C2C(Cl)=CC(C(N[C@@H](CC3=CC=CC=C3)[C@@](O)=O)=O)=C1O,0.000337
28
+ [H][C@]12C3=CCN1CC[C@H]2OC(/C(CC([C@@](CO)(O)C(OC3)=O)=C)=C\C)=O,0.000341
29
+ O=NN(CCN1N=O)CCC1,0.000389
30
+ CC(O)CN(C)N=O,0.000392
31
+ O=C1C2=C(C=C3C(=C2OC4=CC=CC(=C14)O)C5C(O3)OC=C5)OC,0.000469
32
+ O=C(C1=CC=CN=C1)CCCN(N=O)C,0.000482
33
+ O.O.O.O.[Co+2].O.O.O.[O-]S([O-])(=O)=O,0.000487
34
+ C(CCCN(N=O)C)(O)C1C=NC=CC=1,0.000492
35
+ O=C(C4=CC(OC)=C(OC)C(OC)=C4)O[C@@H]1C[C@@]3([H])[C@@](C[C@](N5C3)([H])C2=C(CC5)C(C=C6)=C(C=C6OC)N2)([H])[C@H]([C@](OC)=O)[C@H]1OC,0.000503
36
+ BrC2=C(C=C(Br)C(Br)=C2)C1=C(Br)C=C(Br)C(Br)=C1,0.000513
37
+ O=NN(CC=C1)CC1,0.000536
38
+ N1C=CC=C(C=1)C2N(N=O)CCC2,0.00054
39
+ CN(CC)N=O,0.000571
40
+ N(C(=O)NCC(C)O)(N=O)C(C)Cl,0.000592
41
+ O=C(N(CC)N=O)OCC,0.000619
42
+ C[N+](=NC)[O-],0.000629
43
+ [H][C@]14[C@@]([C@]3([H])CC[C@@](O)(C#C)[C@](C)3CC4)([H])CCC2=CC(O)=CC=C12,0.000675
44
+ OCC(=O)[C@@]54OC(O[C@@H]5C[C@@H]1[C@]4(C)C[C@H](O)[C@@H]2[C@@]3(C)/C=C\C(=O)\C=C3\CC[C@@H]12)CCC,0.000676
45
+ O=NN1CCC(=O)NC1=O,0.000687
46
+ N/C1=N/C(=O)N(/C=N1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O,0.000696
47
+ O=C(N(C)N=O)C1=C(N(N=O)C)N=CN1C,0.000809
48
+ O=C(O[C@@H]5CC([C@@](CC5)(C)[C@]([H])3CC4)=CC[C@@]3([H])[C@@]2([H])[C@@]4(C)[C@]([C@H](C)CCCC(C)C)([H])CC2)CC1=CC=C(N(CCCl)CCCl)C=C1,0.000811
49
+ OC2=CC=C(C=C2)/C(CC)=C(CC)/C1=CC=C(O)C=C1,0.000831
50
+ S=P(N1CC1)(N1CC1)N1CC1,0.000867
51
+ CN(C(=O)N)N=O,0.000899
52
+ O=C(N(CCF)N=O)N,0.000925
53
+ O=NN1CCOCC1,0.000939
54
+ [H][C@]12N(CC=C2COC([C@@](O)(C(O)(C)C)[C@H](C)OC)=O)CC[C@@H]1OC(\C(C)=C/C)=O,0.000945
55
+ O=C1C2=C(C3=C(C=C2OC)OC4C3C=CO4)OC5=C1C(=CC(=C5OC)OC)O,0.000947
56
+ C1C(N(C(CN1N=O)C)C)C,0.00096
57
+ CN(C1=CC=CC=C1)N=O,0.00104
58
+ O=C(N(CC)N=O)NCC(=O)C,0.00105
59
+ BrC(CCl)CBr,0.0011
60
+ C1CCN(CN1N=O)N=O,0.00115
61
+ [O-]C12[C@@H](CC[N+](C)1CC=C2COC([C@](OC(C)=O)(C)[C@@H](C)\C=C3C=C)=O)OC/3=O,0.00123
62
+ CN(N=O)C,0.00129
63
+ [O-][N+](=O)c1ccc2c3ccccc3Cc2c1,0.00135
64
+ CNNCC1(=CC=C(C=C1)C(=O)NC(C)C).[H]Cl,0.00136
65
+ O=NN(CCC)CCC,0.00143
66
+ CC(C)OC1=CC=CC=C1OC(=O)N(C)N=O,0.00153
67
+ C1=CC=CC(=N1)N(N=O)C,0.00156
68
+ CN1C2=C(C(OC)=CC3=C2C=CC(O3)(C)C)C(C4=C1C=CC=C4)=O,0.00157
69
+ CC1=C(C=CC=C1[N+](=O)[O-])[N+](=O)[O-],0.0016
70
+ [O-][N+](C2=CC=C(O2)C1=CSC(NN(C)C)=N1)=O,0.00161
71
+ C1=CC(=CC=C1N(N=O)C)F,0.00165
72
+ NC1=C5C(C=C(S(=O)([O-])=O)C(/N=N/C6=CC=CC=C6)=C5O)=CC(S(=O)([O-])=O)=C1/N=N/C2=CC=C(C3=CC=C(/N=N/C4=C(N)C=C(N)C=C4)C=C3)C=C2.[Na+].[Na+],0.00178
73
+ O=C(N(CCO)N=O)NCCCl,0.00182
74
+ O=C(N(CCO)N=O)N,0.00183
75
+ CC1=C2C3=C(C=C4C(=C3CC2)C=CC5=CC=CC=C45)C=C1,0.00183
76
+ O=S(C1=C(/N=N/C2=CC=C(C3=CC=C(\N=N/C4=C(S(=O)([O-])=O)C=C5C(C(N)=CC(S(=O)([O-])=O)=C5)=C4O)C=C3)C=C2)C(O)=C(C(N)=CC(S(=O)([O-])=O)=C6)C6=C1)([O-])=O.[Na+].[Na+].[Na+].[Na+],0.00185
77
+ O=C(O[C@@H]1CC[N+]2([O-])[C@@]([H])1C3=CC2)\C(C[C@@H](C)[C@](O)(CO)C(OC3)=O)=C([H])/C,0.00195
78
+ O=C(C[C@@H]([C@@](O)=O)CC(O)=O)O[C@H]([C@@H](C)CCCC)[C@@H](C[C@H](C)C[C@@H](O)CCCC[C@@H](O)C[C@H](O)[C@@H](N)C)OC(C[C@@H]([C@@](O)=O)CC(O)=O)=O,0.00208
79
+ N1C2=C(C3=C1C=CC=C3)C(=NC(=C2C)N)C.CC(=O)O,0.00212
80
+ C1(C2=CC(=C(N)C=C2)C)(=CC(=C(N)C=C1)C).[H]Cl.[H]Cl,0.00221
81
+ O=[N+](C([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-])[O-],0.00228
82
+ O=NN(C)CCCCCCCCCCCC,0.00235
83
+ N(CC(C)=O)(CC=C)N=O,0.00236
84
+ ClC/C=C/CCl,0.00238
85
+ CN(N=O)C1=CC=C(C=C1)C=CC2=C3C=CC=CC3=NC=C2,0.00242
86
+ CN1CC[C@H]2OC(=O)C3(C[C@@H](C)[C@@](C)(O)C(=O)OC\C(=C\C1)C2=O)O[C@@H]3C,0.00242
87
+ O=C(O[C@@H]1CCN2[C@@]([H])1C3=CC2)\C(C[C@@H](C)[C@](O)(CO)C(OC3)=O)=C([H])/C,0.00245
88
+ CC1SC(SC(N1N=O)C)C,0.00251
89
+ N(CCCCO)(CCCC)N=O,0.00262
90
+ NC(=O)N(CC=C)N=O,0.00264
91
+ O=C1OC(O)C(C(Cl)Cl)=C1Cl,0.00268
92
+ OC1=C(C([O-])=O)C=C(N=NC2=CC=C(C3=CC=C(N=NC4=C([O-])C(/N=N/C(C=C(S([O-])(=O)=O)C=C5)=C5[O-])=CC=C4O)C=C3)C=C2)C=C1.[Na+].[Na+].[Cu+2],0.00272
93
+ N(CCCC(F)(F)F)(CCCC(F)(F)F)N=O,0.00281
94
+ NC1=CC=C(/C=C/C2=CC(OC)=CC=C2OC)C=C1,0.00282
95
+ ClCCN[P]1(=O)OCCCN1CCCl,0.00283
96
+ ClC13C5(Cl)C2(Cl)C4C(Cl)(C(Cl)(Cl)C12Cl)C3(Cl)C4(Cl)C5(Cl)Cl,0.00286
97
+ O=C1O[C@@H]3CCN2C\C=C(\COC(=O)[C@](C)(O)[C@](C)(O)[C@H]1C)[C@@H]23,0.00289
98
+ ClCCN(C1=CC=C(C=C1)CCCC(=O)O)CCCl,0.00295
99
+ O=C(N(CCCCCC)N=O)N,0.00296
100
+ O=NN(CCN(C)C)C(=O)[NH2+]CC.[O-]N=O,0.00299
101
+ O=NN(CC(=O)C)CC(=O)C,0.0031
102
+ NC1=NN=C(C2=CC=C([N+]([O-])=O)O2)S1,0.00312
103
+ ClCCN(C(COC2=CC=CC=C2)C)CC1=CC=CC=C1.Cl,0.0032
104
+ CC1=C(C2=C(C=CC(=C2)OC)N1C(=O)C3=CC=C(C=C3)Cl)CC(=O)O,0.00321
105
+ O=C(N(CC)N=O)NCCO,0.00324
106
+ ClC53C1(Cl)C4(Cl)C2(Cl)C1(Cl)C(Cl)(Cl)C5(Cl)C2(Cl)C3(Cl)C4(Cl)Cl,0.00324
107
+ NC1=CC=C(C2=CC=C(N)C(OC)=C2)C=C1OC.Cl.Cl,0.00328
108
+ C1N(C(OC1)=O)N=O,0.00332
109
+ O=C(N(CCCCC)N=O)N,0.00349
110
+ O=C(N(CCO)N=O)NCC,0.00349
111
+ O=C(N(CCCC)N=O)N,0.00356
112
+ CN(N=O)C(=O)NCCC[C@H](N)C(O)=O,0.00361
113
+ [C@@H]1(NC(N(N=O)C)=O)[C@H]([C@H](O)[C@H](O[C@@H]1O)CO)O,0.00363
114
+ N(CC=C)(CCO)N=O,0.00377
115
+ C1=CC2=CC=CC3=CC=C4C(=C23)C1=C5C(=C4)C=CC=C5,0.00379
116
+ O=C(N)C1=C(N=CN1)/N=N/N(C)C,0.0039
117
+ O=C(NC2=C(Cl)C=NC=C2Cl)C1=CC(OC3CCCC3)=C(OC)C=C1,0.00404
118
+ NC1=NC(C3=C(N=CC=C3)C=C2)=C2N1C,0.0041
119
+ CC(=O)N(O)C1=CC2=C(C=C1)C3=CC=CC=C3C2,0.00413
120
+ O=C(N(CC(C)O)N=O)NCCCl,0.00416
121
+ [C@]13([C@@](C(=O)CO)(CC[C@H]1[C@@H]2CCC=4[C@@]([C@H]2[C@H](C3)O)(\C=C/C(C=4)=O)C)O)C,0.00424
122
+ O=NN(CCCC)CCCC,0.00437
123
+ CC(NC1=CC=C(C2=CC=C(F)C=C2)C=C1)=O,0.00441
124
+ [N+](CCCl)(CCCl)(C)[O-],0.00444
125
+ C1=CC=C(C=[N+]1[O-])C2CCCN2N=O,0.00453
126
+ O=C(OC[C@@H](C(=O)O)N)C=[N+]=[N-],0.00458
127
+ O=C1[C@H](OC(\C(C[C@@]([H])(C)[C@](C)2O)=C/C)=O)CCN(C)C/C=C1/COC2=O,0.00465
128
+ CC1=CC(C4=CC(C)=C(/N=N/C5=CC=C(OS(=O)(C6=CC=C(C)C=C6)=O)C=C5)C=C4)=CC=C1/N=N/C2=C(O)C=CC3=CC(S(=O)([O-])=O)=CC(S(=O)([O-])=O)=C23.[Na+].[Na+],0.00468
129
+ NC1(=CC=C(C=C1)C2=CC=CC=C2).[H]Cl,0.00476
130
+ O=C(N(C)N=O)NC1=NC2=C(S1)C=CC=C2,0.00478
131
+ N(CC(CO)O)(C)N=O,0.00482
132
+ C1(N=C(SC=1)NN)C2=CC=C(C=C2)N,0.00499
133
+ CC(C)C(O)(C(C)O)C(=O)OC\C1=C\CN2CC[C@@H](OC(=O)C(\C)=C\C)[C@@H]12,0.00501
134
+ CN(N=O)C1=C(C(NC)=O)N(C)C=N1,0.00507
135
+ N(CC(CO)O)(CC=C)N=O,0.00515
136
+ O=NN(CC(C)O)CC(C)O,0.00522
137
+ O=C(N(CCCCC)N=O)OCC,0.00537
138
+ C12C3=C(C=CC=C3)CC1=CC(=CC=2)NC(C)=O,0.00546
139
+ N=C(N(N=O)C)N[N+](=O)[O-],0.00546
140
+ O=P(OCC(CBr)Br)(OCC(CBr)Br)OCC(CBr)Br,0.00549
141
+ C1=CC=C2C(=C1)NC(NC2=O)C3=CC=C(S3)[N+]([O-])=O,0.00556
142
+ CC(=O)NC1=CC=C(C=C1)C2=CC=CC=C2,0.00559
143
+ N#CN(C)N=O,0.00564
144
+ C1=COC=C1,0.00582
145
+ O=C(C(F)(F)F)NC1=CC3=C(C2=CC=CC=C2C3)C=C1,0.00584
146
+ OCCNC2=C1C=CC=CC1=NC(C3=CC=C([N+]([O-])=O)S3)=N2,0.00591
147
+ [O-][N+](C=C2)=CC=C2/N=N/C1=CC=C(N(CC)CC)C=C1,0.00603
148
+ ClC54C(=O)C1(Cl)C2(Cl)C5(Cl)C3(Cl)C4(Cl)C1(Cl)C2(Cl)C3(Cl)Cl,0.00603
149
+ [O-][N+](=O)N(C)C,0.00607
150
+ N(CC(C)O)(CC=C)N=O,0.00608
151
+ N(CCCCCCCCCC)(C)N=O,0.00629
152
+ C1(=CC(=NC(=N1)C2=CC=C(O2)[N+]([O-])=O)C)C,0.00634
153
+ N(CCCCCCCCCCCCCC)(C)N=O,0.00643
154
+ O=C(N(CCCO)N=O)N,0.00665
155
+ O=C(CCCN(C)N=O)O,0.00672
156
+ ClC1(C(C2=CC=C(C=C2)OC(C(=O)O)(C)C)C1)Cl,0.00681
157
+ N1(=C2C(=CC(=C1)C3=CC=CC=C3)N(C(=N2)N)C).[H]Cl,0.00683
158
+ N(CC(C)O)(CCO)N=O,0.00688
159
+ CC/C(C2=CC=CC=C2)=C(C1=CC=CC=C1)/C(C=C3)=CC=C3OCCN(C)C.OC(C(CC(O)=O)(O)CC(O)=O)=O,0.00703
160
+ N1/C(=N\C2=C(C1=S)N=CN2[C@]3(C([C@@]([C@](O3)(CO)[H])(O)[H])([H])[H])[H])N,0.00741
161
+ N=C(N(CCC)N=O)N[N+](=O)[O-],0.00748
162
+ NC1=NC(=NC(=N1)C2=CC=C(O2)[N+]([O-])=O)N,0.0077
163
+ CN1C2=C(C3=NC(=CN=C3C=C2)C)N=C1N,0.00778
164
+ O=C(NC2=C1C=C(C3=NNC(CC3)=O)C=C2)C1(C)C,0.00781
165
+ C1=CC(=CC=C1N(C)N=O)N=O,0.00787
166
+ O=NN1CCCC1,0.00798
167
+ BrCCBr,0.00809
168
+ NC(=O)N(CC)N=O,0.0081
169
+ ClCCN(CCCl)[P]1(=O)NCCCO1,0.00846
170
+ C1=CC=C2C(=C1)N=C(N=C2N(CCO)CCO)C3=CC=C(S3)[N+]([O-])=O,0.00871
171
+ O=C(/C=C(C(C1=CC=C(C=C1)OC)=O)/Br)[O-].[Na+],0.00902
172
+ ClCC(Cl)CCl,0.00916
173
+ NC1=CC=C(C2=CC=C(N)C=C2)C=C1,0.00939
174
+ N/1C(N(\C=C\1)C)=S,0.00999
175
+ CN(CCCCCCCCCCC)N=O,0.0111
176
+ [Hg+2].[Cl-].[Cl-],0.0115
177
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178
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179
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180
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181
+ NC1=CC=C2C3=C(C=CC=C3)OC2=C1,0.0135
182
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183
+ ClC1=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl,0.0136
184
+ NNC1=NC(C2=CC=C([N+]([O-])=O)C=C2)=CS1,0.0136
185
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186
+ NC1=NC(C3=C(N=CC=C3)C=C2)=C2N1C.[H]Cl,0.014
187
+ NNC1=NC(=CS1)C2=CC=C(O2)[N+]([O-])=O,0.0141
188
+ N(N(CCCO)C)=O,0.0141
189
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190
+ CN(C1=CC=C(C=C1)/N=N/C2=CC=CC=C2)C,0.0147
191
+ C1=CC=C2C(=C1)N=C(N=C2N3CCOCC3)C4=CC=C(S4)[N+]([O-])=O,0.0147
192
+ CN(C)/N=N/C1=CC=CC=C1,0.0155
193
+ O=C(C(C)(OC1=CC=C(C=C1)C2=CC=C(C=C2)Cl)C)OC,0.0157
194
+ N(CC(F)(F)F)(CC)N=O,0.0161
195
+ C1=C(C=CC=C1OCC2CO2)OCC3CO3,0.017
196
+ C1(=CC=C(C=C1)SC2=CC=C(C=C2)N)N,0.0172
197
+ O=[N+]([O-])C3=CC=C(O3)/C=N/N1C(O[C@@H](CN2CCOCC2)C1)=O.Cl,0.0175
198
+ ClC1=NC(SCC(NCCO)=O)=NC(NC2=CC=CC(C)=C2C)=C1,0.0177
199
+ O=[Cr](=O)(O[Cr](=O)(=O)[O-])[O-].[Na+].[Na+],0.0177
200
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201
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202
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203
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204
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205
+ O1C(=NN=C1C2OC(=CC=2)[N+](=O)[O-])N,0.0187
206
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207
+ NN,0.0191
208
+ C(C1C=CC=CC=1)(=O)N(N=O)C,0.0197
209
+ [O-][N+](=O)C1=CC=C(O1)C2=CSC(=N2)NNC=O,0.0199
210
+ NC1=C(C=CC(=C1)N)C,0.0202
211
+ CCC(CC)[N+]([O-])=O,0.0202
212
+ O=C1CCO1,0.0203
213
+ O=P(N1C(C1)C)(N1C(C1)C)N1C(C1)C,0.0207
214
+ O=C(C1=CC=C(C=C1)N(C)C)C2=CC=C(C=C2)N(C)C,0.021
215
+ O=C(N(CCCC)N=O)NCCCC,0.0213
216
+ O=NN(CCCCC)CCCCC,0.0216
217
+ [O-][N+](C1=CC=C(C2=CSC(NC(C(F)(F)F)=O)=N2)O1)=O,0.0221
218
+ C1(NC(CN1/N=C/C2=CC=C(O2)[N+](=O)[O-])C)=O,0.0224
219
+ C(/C)(C)=N\NC1=NC=C(S1)C2=CC=C(O2)[N+](=O)[O-],0.0227
220
+ NC1(=C(C=CC(=C1)N)C).[H]Cl.[H]Cl,0.0227
221
+ [O-][N+](=O)C1=CC=C(O1)C=NN2CCNC2=O,0.0235
222
+ O=NN(CCO)CCO,0.0236
223
+ N1C2=C(N3C=1/C(=C\C=C/3)C)N=C(C=C2)N,0.0237
224
+ N1C2=C(C3=C1C=CC=C3)C(=NC(=C2)N)C.CC(=O)O,0.0259
225
+ [NH3+]C2=C(C)C=C(C3=N2)C1=C(N3)C=CC=C1.O=C([O-])C,0.026
226
+ O=C(C)NC3=CC=C(C2=C3)C1=C(C2=O)C=CC=C1,0.026
227
+ Clc1nc(NCC)nc(NC(C)(C)C#N)n1,0.0263
228
+ O[C@@H]([C@@H](O)[C@H](O)CBr)[C@@H](O)CBr,0.0272
229
+ NC1=NC(C2=CC=C([N+]([O-])=O)O2)=CS1,0.0277
230
+ C12C(=CC(=C(C=1O)/N=N/C3=C(C=C(C=C3)C4=CC(=C(C=C4)/N=N/C5=C(C=C6C(=C5O)C(=CC(=C6)S(=O)(=O)[O-])N)S(=O)(=O)[O-])OC)OC)S(=O)(=O)[O-])C=C(C=C2N)S(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+],0.0277
231
+ CC(CC)[N+]([O-])=O,0.0277
232
+ O=NN(C(=O)N)CCC,0.0287
233
+ N(C(=O)N)(N=O)CC(=O)O,0.0293
234
+ [C@]24([C@@](C(COC(=O)CCCc1ccc(cc1)N(CCCl)CCCl)=O)(CC[C@H]2[C@@H]3CCC=5[C@@]([C@H]3[C@H](C4)O)(\C=C/C(C=5)=O)C)O)C,0.0297
235
+ CC1=C2C(=CO[C@H]([C@@H]2C)C)C(=C(C1=O)C(=O)O)O,0.0299
236
+ C1(=CC(=CC(=C1N)C)C)C.[H]Cl,0.0301
237
+ N(C1=CC=CC=C1)NC2=CC=CC=C2,0.0303
238
+ N[C@@H](CCSCC)C(=O)O,0.0304
239
+ C(N)(=O)OC(C#C)(C1C=CC=CC=1)C2C=CC(=CC=2)Cl,0.0307
240
+ CN(C)CCN(CC2=CC=CS2)C1=NC=CC=C1.Cl,0.0307
241
+ O=P(OCC(CBr)Br)([O-])OCC(CBr)Br.O=P(OCC(CBr)Br)([O-])OCC(CBr)Br.[Mg+2],0.0314
242
+ O=S1(=O)CCCO1,0.0314
243
+ ClCC1CO1,0.032
244
+ CC1=C(C=CC(=C1)CC2=CC(=C(C=C2)N)C)N,0.0326
245
+ O=C(N(CC(C)C)N=O)N,0.0326
246
+ N1=C(N=C(N(CO)CO)N=C1N(CO)CO)N(CO)CO,0.0333
247
+ O=C1C2=C(C=C(C=C2O)O)OC(=C1O)C3=CC(=C(C=C3)O)O,0.0334
248
+ [N+](=O)([O-])c1ccccc1C,0.034
249
+ CC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-],0.0341
250
+ CC(=O)NC1=NN=C(S1)C2=CC=C(O2)[N+]([O-])=O,0.0348
251
+ O=[N+](C1=CC=C(O1)/C=N/NC(=O)N)[O-],0.0352
252
+ CC(C(O)=O)(OC1=CC=C(C=C1)C2CCCC3=C2C=CC=C3)C,0.0354
253
+ N=C(C2=CC=C(N(C)C)C=C2)C1=CC=C(N(C)C)C=C1.[H]Cl,0.0362
254
+ N(CC(CO)O)(CCO)N=O,0.0364
255
+ N#CN(CC)N=O,0.0371
256
+ ClC#CCl,0.0377
257
+ Cl[C@@H]1[C@H](Cl)[C@@H](Cl)[C@@H](Cl)[C@H](Cl)[C@H]1Cl,0.0385
258
+ [O-][N+](C2=CC=C(O2)C1=CSC=N1)=O,0.0391
259
+ N1(CC(N(C(C1)C)C(C2C=CC=CC=2)=O)C)N=O,0.0391
260
+ C2C(=O)NC(=O)CN2CC(C)N1CC(=O)NC(=O)C1,0.0399
261
+ O=NN1CCSCC1,0.0408
262
+ O=[N+](C1=CC=C2C3=C1C=CC=C3CC2)[O-],0.0435
263
+ OC2=NN=C(O2)C1=CC=C([N+]([O-])=O)O1,0.0437
264
+ CC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-],0.044
265
+ O=[C@@]([C@@H]1C=C([C@]4([H])N(C)C1)C3=C2C(C4)=C(NC2=CC=C3)Br)N[C@@]5([C@H](C)C)C(N([C@@H](CC(C)C)C(N7CCC[C@@]67[H])=O)[C@@]6(O)O5)=O.O=S(O)(C)=O,0.0449
266
+ C=O,0.045
267
+ C1(=NC(=NC(=N1)NC(C)=O)C2=CC=C(O2)[N+](=O)[O-])NC(C)=O,0.046
268
+ C1(=CC=C(Cl)C=C1)N.[H]Cl,0.0465
269
+ NC1=CC=C(C=C1)OC2=CC=C(C=C2)N,0.0475
270
+ OC1=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl,0.0492
271
+ O=NN(CCCCCC1)CCCCCC1,0.0513
272
+ NC(=O)C=C,0.0528
273
+ [N+].C1(N(N=O)[O-])=CC=CC=C1,0.0538
274
+ O=[N+](C1=CC=CC2=CC=CN=C12)[O-],0.0564
275
+ OCC1CO1,0.0578
276
+ Br(=O)(=O)[O-].[K+],0.0588
277
+ [O-][N+](C3=CC=C(O3)C1=CN=C2N1C=CC=C2)=O,0.0593
278
+ NC(CCSCC)C(=O)O,0.0598
279
+ O=C/C=C/C,0.0599
280
+ N(N1CCCCC1C2=CC=CN=C2)=O,0.0622
281
+ O=[N+]([O-])C1=CC=C(O1)/C=N/N2C(N(CCO)CC2)=O,0.0623
282
+ CN(C)C2=CC=C(C=C2)CC1=CC=C(N(C)C)C=C1,0.0645
283
+ C1(CCN(C1)N=O)O,0.0659
284
+ CC/C(=C/CC)[N+](=O)[O-],0.067
285
+ ClCOC,0.0683
286
+ O=C(OC1=C2C(=CC=C1)C=CC=C2)NC,0.0701
287
+ [O-][N+](C1=CC=C(C2=CSC(NC(C)=O)=N2)O1)=O,0.0703
288
+ CC(N(C1=CC=CC2=C1CC3=C2C=CC=C3)C(C)=O)=O,0.0716
289
+ [Se]=S,0.0721
290
+ ClC1=C(C=CC(=C1)CC2=CC(=C(C=C2)N)Cl)N,0.0722
291
+ C(C1=CC=C(C=C1)N)C2=CC=C(C=C2)N.[H]Cl.[H]Cl,0.0738
292
+ O=NN(CCN1)CC1,0.0763
293
+ CC(=O)N(CC)CC,0.0768
294
+ S=C1NCCN1,0.0796
295
+ CN(C)CNc2nnc(/C=C/c1ccc(o1)[N+]([O-])=O)o2,0.0802
296
+ O=C1C=C(NC(=S)N1)CCC,0.0805
297
+ C[As](=O)(C)O,0.0826
298
+ ClC1=C(C(=C(C(=C1OC)Cl)Cl)Cl)Cl,0.0885
299
+ O[C@H]([C@H](O)CBr)[C@H](O)[C@H](O)CBr,0.0896
300
+ O=S(=O)(C1=CC=C(C=C1)N)C2=CC=C(C=C2)N,0.0902
301
+ C1(C)=CSC(=N1)NNC=O,0.0916
302
+ O=C1NC(=S)NC=C1,0.0929
303
+ C=CCl,0.0978
304
+ C1=C(CO)OC=C1,0.0979
305
+ COC1=C(C=CC=C1)[N+](=O)[O-],0.102
306
+ OC(C=C)C1=CC=C2OCOC2=C1,0.103
307
+ C1CCC[C@@H](N1N=O)C,0.103
308
+ ClC2(Cl)C1(Cl)C(\Cl)=C(\Cl)C2(Cl)C(C1C(O)=O)C(O)=O,0.105
309
+ O=P(OC(CCl)CCl)(OC(CCl)CCl)OC(CCl)CCl,0.108
310
+ O=C1N(C=C)CCC1,0.108
311
+ ClC1=C(C=CC(=C1)C2=CC(=C(C=C2)N)Cl)N,0.111
312
+ O(C)c1cc(CC=C)ccc1OC,0.111
313
+ O=C(C)OC(C2=CC1=C(C=C2)OCO1)C=C,0.114
314
+ S=C(N(CC)CC)SCC(=C)Cl,0.117
315
+ O=C(N)\C(C2=CC=CO2)=C/C1=CC=C([N+]([O-])=O)O1,0.118
316
+ C1(N=CNN=1)N,0.118
317
+ OC1=CC=C2C(=C1/N=N/C3=CC=CC=C3)C=CC=C2,0.118
318
+ C1(N(C(C)=NC=1)C)[N+](=O)[O-],0.12
319
+ O=C1C2=C(C(=CC(=C2C(=O)C3=C1C=CC=C3)Br)Br)N,0.121
320
+ C(C1=CC=C(C=C1)N)(C2=CC=C(C=C2)N)=C3C=CC(C=C3)=N.[H]Cl,0.122
321
+ [O-]\[N+](C)=N/CC,0.131
322
+ C1(/N=N/C2=CC=CC=C2)=CC=CC=C1,0.132
323
+ S=C([S-])N(C)C.[S-]C(N(C)C)=S.[Zn+2],0.133
324
+ NC1=C(C=C2C3=C(C=CC=C3)OC2=C1)OC,0.136
325
+ C=C(Cl)C=C,0.141
326
+ C([O-])(C)=O.[Pb+2].[O-]C(C)=O,0.143
327
+ ClCCCl,0.148
328
+ CC(=O)O[C@@H]3C\C4=C\C[C@@H]2[C@H](CC[C@]1(C)C(=O)CC[C@H]12)[C@@]4(C)CC3,0.15
329
+ COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2,0.15
330
+ CC(=S)N,0.153
331
+ C1CCC[C@H](N1N=O)C,0.159
332
+ CC1CC(=O)O1,0.16
333
+ ClC(C(C)=C2)=CC(S(=O)([O-])=O)=C2/N=N/C1=C3C(C=CC=C3)=CC=C1O.ClC(C(C)=C5)=CC(S(=O)([O-])=O)=C5/N=N/C4=C6C(C=CC=C6)=CC=C4O.[Ba+2],0.164
334
+ CC(=NO)C,0.166
335
+ OC(C1=CC=C(C(=C1)CO)O)CNC(C)(C)C,0.167
336
+ CC(=O)NC1=CC=C(C=C1)S(=O)(=O)C2=CC=C(NC(C)=O)C=C2,0.167
337
+ ClC1=NC(=NC(=N1)NC(C)C)NCC,0.17
338
+ NC1=CC=C(C=C1)OC2=CC=C(C=C2)Cl,0.171
339
+ C1=C2C(=CC=C1)C=CC=C2,0.172
340
+ C=CBr,0.173
341
+ Cl.CC(=O)O[C@@H](CC)C(C[C@H](C)N(C)C)(c1ccccc1)c2ccccc2,0.174
342
+ C[As](C)(C)=O,0.177
343
+ ClC(Cl)(Cl)Cl,0.181
344
+ S=C(NCC)NCC,0.182
345
+ C1(=C(C=CC=C1)N)OC.[H]Cl,0.186
346
+ C1(/C=C(\C=C/C1=O)CCN)=[N+]=[N-].[H]Cl,0.188
347
+ O=C=NC1=CC(N=C=O)=CC=C1C,0.194
348
+ O=C3C[C@@H]4CC[C@@H]1[C@H](CC[C@]2(C)[C@@](C)(O)CC[C@@H]12)[C@@]4(C)C\C3=C\O,0.201
349
+ O=[N+](C1=CC=CC=C1)[O-],0.207
350
+ C1CCCN(O1)N=O,0.209
351
+ C12C(C(=O)N(C1=O)SC(C(Cl)Cl)(Cl)Cl)C\C=C/C2,0.21
352
+ S=C(N(C)C)NC,0.218
353
+ C1(C(N\C(=N/C1=O)[O-])=O)(CC)CC.[Na+],0.222
354
+ OC1=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl,0.222
355
+ [O-]C(C)=O.[O-]C(C)=O.[Pb+2].[OH-].[OH-].[Pb+2].[OH-].[OH-].[Pb+2],0.224
356
+ C=CC1=CC=CC=C1,0.224
357
+ CN[N+](=O)[O-],0.229
358
+ N12C3=C(C=CC(=N3)N)N=C1C=CC=C2,0.23
359
+ CCN1(C2C(=CC=CC=2)C3=C1C=CC(=C3)N).[H]Cl,0.232
360
+ ClC(C(Cl)(Cl)Cl)(Cl)Cl,0.234
361
+ O=C(C)NCC1=NC(=NO1)C2=CC=C(O2)[N+]([O-])=O,0.236
362
+ ClC(C(C1=CC=C(C=C1)Cl)C2=CC=C(C=C2)Cl)(Cl)Cl,0.239
363
+ COC1C=C(C=CC=1C2NC3=CN=CC=C3N=2)S(C)=O,0.245
364
+ CC1=CC(=C(C=C1C)N)C,0.249
365
+ O=C1C2=C(C(=CC=C2C(=O)C3=C1C=CC=C3)C)N,0.25
366
+ Cl\C(Cl)=C(Cl)/C(Cl)=C(Cl)\Cl,0.252
367
+ N1C=NN(C=1)CC(CN2N=CN=C2)(C3=C(C=C(C=C3)F)F)O,0.263
368
+ O=C1OC2=C(C=CC=C2)C=C1,0.268
369
+ C=CCN(CC=C)N=O,0.269
370
+ CC(COC1=CC=C(C=C1)C(C)(C)C)OS(=O)OCCCl,0.289
371
+ O[C@@H]3C\C4=C\C[C@@H]2[C@H](CC[C@]1(C)C(=O)CC[C@H]12)[C@@]4(C)CC3,0.29
372
+ O(C1=CC=CC=C1)CC2CO2,0.293
373
+ O=C(C[C@@H](C[C@@H](/C=C/C1=C(C2=C(N1C(C)C)C=CC=C2)C3=CC=C(C=C3)F)O)O)O,0.304
374
+ NC1=CC=CC(C)=C1.[H]Cl,0.304
375
+ O=P(OCCCl)(OCCCl)OCCCl,0.304
376
+ O=[N+](C1=CN=C(S1)N)[O-],0.307
377
+ OS(=O)(=O)O.NN,0.314
378
+ O=C1C2=C(C(=CC=C2C(=O)C3=C1C=CC=C3)C)[N+](=O)[O-],0.317
379
+ C=CC#N,0.318
380
+ O=[N+](C1=CC(=C(C=C1)OC)N)[O-],0.321
381
+ C1(C2=CC=CC=C2)(C(NC(=NC1=O)[O-])=O)CC.[Na+],0.338
382
+ C1(NC(CN1N=O)=O)=O,0.339
383
+ O=S(C1=NC2=C(C=CC(=C2)OC)N1)CC3=C(C(=C(C=N3)C)OC)C,0.345
384
+ OC1=C(C=CC=C1OC)O,0.348
385
+ C\C(C)=C/Cl,0.351
386
+ S=C(N1CCOCC1)SN1CCOCC1,0.366
387
+ CC1(C(=C(CCC1)C)C=CC(=CC=CC(=CCOC(=O)C)C)C)C,0.381
388
+ C1C(OC(O1)C(C)I)CO,0.391
389
+ FCCl,0.402
390
+ O\N=C1\CCCC1,0.413
391
+ O=C1C2=C(C=CC=C2C(=O)C3=C1C=CC=C3)O,0.417
392
+ CC1=C(C=CC=C1)N=O,0.419
393
+ OCC(CO)(CBr)CBr,0.424
394
+ NC1=CC2=C(C=CC=C2)C=C1,0.43
395
+ C=CF,0.434
396
+ NC1=C2C(=CC=C1)C(=CC=C2)N,0.44
397
+ ClC(Cl)Br,0.443
398
+ O=C1C2=CC(=CC=C2C(=O)C3=C1C=CC=C3)N,0.452
399
+ C1C(C2=CC=CC=C2)O1,0.461
400
+ NC(=O)OCC,0.464
401
+ C1CO1,0.484
402
+ C1=CC=CC=C1C(O)C(N(C)N=O)C,0.49
403
+ CC(CON=O)C,0.525
404
+ C1=C(C(=CC(=C1N)C)C)C.[H]Cl,0.574
405
+ O=C1C2=C(C(=CC=C2N)N)C(=O)C3=C(C=CC(=C13)N)N,0.582
406
+ [Mn+2].[S-]C(=S)NCCNC(=S)[S-],0.592
407
+ [O-][N+](C1=CN=C(NC(NCC)=O)S1)=O,0.606
408
+ O=C1C2=CC3=C(C=C2N(C=C1C(=O)O)CC)OCO3,0.639
409
+ ,0.647
410
+ OC1=C(C=CC=C1)O,0.649
411
+ O=C(N(C)C)NC1=CC=C(C=C1)Cl,0.659
412
+ [O-][N+](C)=O,0.662
413
+ CCC1=CC=CC=C1,0.684
414
+ O=C1N(CC(=O)N1)/N=C/C2=CC=C(O2)[N+](=O)[O-],0.684
415
+ CC(OC1=CC=C(C=C1)Cl)(C(=O)OCC)C,0.696
416
+ COC2=CC=C(C=C2)CN(CCN(C)C)C1=NC=CC=C1.OC(\C=C/C(O)=O)=O,0.697
417
+ NC1=CC(=CC=C1OC)C,0.714
418
+ CCCCOP(=O)(OCCCC)OCCCC,0.717
419
+ O=[N+](C1=CC(=C(C=C1)N)O)[O-],0.72
420
+ C(CCl)(F)(F)F,0.737
421
+ OC1=CC=C(C=C1)O,0.752
422
+ NC(=O)OC,0.754
423
+ ON=C1C=CC(=NO)C=C1,0.767
424
+ NC(C=C(C=C1)N)=C1OC.O=S(O)(O)=O,0.775
425
+ C1/C=C\CN(O1)N=O,0.794
426
+ O=[N+](OC(CO[N+](=O)[O-])CO[N+](=O)[O-])[O-],0.806
427
+ C(/C1=CC=C(C=C1)N(CC2=CC(=CC=C2)S(=O)(=O)[O-])CC)(=C3\C=C/C(C=C3)=[N+](/CC4=CC(=CC=C4)S(=O)(=O)[O-])CC)C5=CC=C(C=C5)N(C)C.[Na+],0.834
428
+ O=NN(C1=CC=CC=C1)C2=CC=CC=C2,0.842
429
+ Cl\C=C\CCl,0.847
430
+ N1=CC=CC=C1,0.851
431
+ CCC(C)=NO,0.855
432
+ C12(C(=CC(=C(C=1/N=N/C3=C(C=C(C=C3)C)C)O)S(=O)(=O)[O-])C=C(C=C2)S(=O)(=O)[O-]).[Na+].[Na+],0.864
433
+ O=C(CC(C)C)OCC=C,0.865
434
+ O=C1C2=C(N=C(C=C2)C)N(C=C1C(=O)O)CC,0.866
435
+ CCCC1=CC2=C(C=C1)OCO2,0.871
436
+ CC(C)(C)O,0.872
437
+ ClC(=C(Cl)Cl)Cl,0.874
438
+ Cl\C=C\CCl,0.901
439
+ S=C([S-])NCCNC([S-])=S.[Zn+2],0.925
440
+ C1(C(=CC=C(C=1)C)C)N.[H]Cl,0.964
441
+ C=CCN=C=S,0.968
442
+ CC1=C(C=C(C=C1)C)OCCCC(C(=O)O)(C)C,0.987
443
+ N(C1C=CC(=CC=1)N=O)C2=CC=CC=C2,1.01
444
+ O=C1C2=C(C=CC=C2O)C(=O)C3=CC=CC(=C13)O,1.02
445
+ CN(C1=CC=CC=C1)C,1.03
446
+ CC1=CC(C)=C(/N=N/C2=C(C(S([O-])(=O)=O)=CC3=C2C=CC(S([O-])(=O)=O)=C3)O)C=C1C.[Na+].[Na+],1.05
447
+ F/C(F)=C(\F)F,1.07
448
+ O=C(C1=CC=NC=C1)NN,1.09
449
+ NC2=CC=C(C=C2N)C1=CC=C(N)C(N)=C1.Cl.Cl.Cl.Cl,1.1
450
+ O=C(OCC)C=C,1.19
451
+ NC1=CC=C(/N=N/C2=CC=CC=C2)C(N)=N1.Cl,1.21
452
+ CC(=C)CCl,1.25
453
+ OC(=O)C(Cl)Cl,1.25
454
+ O=P(H)(OC)OC,1.26
455
+ CC1CO1,1.28
456
+ NC(=S)N,1.29
457
+ C(=C/C=O)\[O-].[Na+],1.3
458
+ Cn3nc(CO)nc3NCCCOc2cc(CN1CCCCC1)ccc2,1.33
459
+ N(CC(=O)[O-])(CC(=O)[O-])CC(=O)[O-].[Na+].[Na+].[Na+].O,1.34
460
+ OC1=C(C=CC=C1)C2=CC=CC=C2,1.36
461
+ CCBr,1.37
462
+ C1(=C(C=CC=C1)N)N.[H]Cl.[H]Cl,1.37
463
+ OC1=C(C=C(C=C1)C)/N=N/C2=CC=C(C=C2)NC(=O)C,1.41
464
+ NC1=CC(S(=O)([O-])=O)=CC2=C1C(O[Cu]OC4=C(C=CC(C5=CC(O[Cu]OC7=C(C(S(=O)([O-])=O)=CC8=C7C(N)=CC(S(=O)([O-])=O)=C8)\N=N6)=C/6C=C5)=C4)\N=N3)=C/3C(S(=O)([O-])=O)=C2.[Na+].[Na+].[Na+].[Na+],1.44
465
+ ClC1=C(C=CC(=C1)Cl)OC2=CC=C(C=C2)[N+](=O)[O-],1.48
466
+ NC1=C(C=CC(=C1)Cl)N,1.5
467
+ CC(=C)[C@@H]1CCC(=CC1)C,1.5
468
+ OC1=C(C=CC(=C1)/C=C/C(=O)O)O,1.65
469
+ OC(=O)C1=CC=C(C=C1)[N+](=O)[O-],1.72
470
+ CC(C)(C)NCC(O)C1=CC(O)=CC(=C1)O,1.82
471
+ O=C(C1=C(C=CC=C1)C(=O)OCC(CCCC)CC)OCC(CCCC)CC,1.83
472
+ O=N(=O)c1ccc(C)cc1,1.87
473
+ CCCC1=CC2=C(C=C1COCCOCCOCCCC)OCO2,1.87
474
+ NC2=NC(C3=CC=CC=C3)=C(CCOCC)C1=NC=NN12,1.93
475
+ OC1=C(C=C(C=C1)N)[N+](=O)[O-],2
476
+ OC1=C(C=CC(=C1)C)O,2
477
+ OC1=C(C=C(C=C1Cl)Cl)Cl,2.05
478
+ SC1=NC2=C(C=CC=C2)S1,2.06
479
+ NC1=CC=CC=C1[H]Cl,2.08
480
+ O(CC1(C)C)C1=O,2.11
481
+ C1=CC=CC=C1,2.16
482
+ ClC1=CC=CC=C1,2.19
483
+ ClC(Cl)Cl,2.19
484
+ NC1=C(C=CC(=C1)N)Cl,2.21
485
+ OC1=CC=C(C=C1C(C)(C)C)OC,2.25
486
+ O=N[O-].[Na+],2.42
487
+ C12(C(=CC(=C(C=1/N=N/C3=C4C(=C(C=C3)S(=O)(=O)[O-])C=CC=C4)O)S(=O)(=O)[O-])C=C(C=C2)S(=O)(=O)[O-]).[Na+].[Na+].[Na+],2.43
488
+ BrC(Br)Br,2.56
489
+ C1(=CC=CN=C1)CCl.[H]Cl,2.64
490
+ [K+].[I-],2.65
491
+ O=C2c1ccccc1C(=O)c3c2c(O)cc(O)c3O,2.65
492
+ C=CCC1=CC=C2C(=C1)OCO2,2.72
493
+ C1(=C(C=CC(=C1)N(CCO)CCO)NC)[N+]([O-])=O,2.75
494
+ O=C1OC(C2=C1C=CC=C2)(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O,2.83
495
+ NC(NC1=CC=C(C=C1)OCC)=O,2.98
496
+ C1COCCO1,3.03
497
+ CC(=O)N,3.05
498
+ CCC1CO1,3.05
499
+ P(=O)(OC)(OC)N1CCOCC1,3.15
500
+ N1(C(=CN=C1C)[N+](=O)[O-])CCO,3.17
501
+ C1(=CC=C(C=C1)O)NC(C)=O,3.27
502
+ OC1=C(O)C=C4C(C[C@](COC2=C3C=CC(O)=C2O)([C@@]34[H])O)=C1,3.31
503
+ C1(=C(C=CC=C1)C(OCCCC)=O)C(OCC2=CC=CC=C2)=O,3.33
504
+ COC1=CC(=C(C=C1)N)C,3.43
505
+ CC=O,3.47
506
+ BrC1=C(OC2=C(Br)C(Br)=C(Br)C(Br)=C2Br)C(Br)=C(Br)C(Br)=C1Br,3.48
507
+ [Na+].[O-]C1=C(C=CC=C1)C2=CC=CC=C2,3.5
508
+ C1=COC2=C1C=CC=C2,3.59
509
+ C1=CC=C(C(O)C)C=C1,3.75
510
+ O=C1N(C2=CC=CC=C2)N(C3=CC=CC=C3)C(=O)C1CCCC,3.76
511
+ [Na+].C1(=C(C=C(C=C1)NC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])S(=O)(=O)[O-])NC3=CC=CC=C3,3.78
512
+ OC1=CC=C2C(=C1/N=N/C3=C(C=C(C=C3)C)[N+](=O)[O-])C=CC=C2,3.81
513
+ FC(F)(F)CNC(=N)Nc1ccn(CCCCC(N)=O)n1,3.82
514
+ CC(=O)OC=C,3.96
515
+ C(CCC)(CCC)C(=O)[O-].C(CCC)(CCC)C(=O)[O-].[Ca+2],3.98
516
+ C3=CC=CC(NS(=O)(=O)C2=CC=C(N=NC1=CC=C(O)C(C(O)=O)=C1)C=C2)=N3,3.99
517
+ CC1CC(OC(O1)C)OC(=O)C,4.11
518
+ C(CC(=O)O)C(=O)O.C(OCCN(C)C)(C)(C1=CC=CC=C1)C2=CC=CC=N2,4.14
519
+ ClC1=CC=C(C=C1)Cl,4.38
520
+ C1=CC=CC=C1C(COC(N)=O)COC(N)=O,4.58
521
+ CC(=C)C=C,4.6
522
+ C=CC=C,4.83
523
+ ClC(=CCl)Cl,5.08
524
+ COC1=CC=C(C=C1)O,5.3
525
+ O=[N+](C1=CC(=C(C=C1)O)N)[O-],5.44
526
+ OC(=O)CCCCCCCCCCN,5.46
527
+ COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=C=O)OC)N=C=O,5.5
528
+ CP(=O)(OC)OC,5.64
529
+ C1CCCO1,5.64
530
+ NC1=NC(=NC(=N1)N)N,5.83
531
+ O=C1NC(=O)NC=C1,5.99
532
+ Cl.Cl.Cl.Cc1ccc(cn1)C\C2=C\N/C(=N\C2=O)NCCSCc3ccc(CN(C)C)o3,6.43
533
+ CN1N(C2=CC=CC=C2)C(=O)C=C1C,6.53
534
+ O=C1N(C(=O)C2C1CC=CC2)SC(Cl)(Cl)Cl,6.92
535
+ CC(=O)NC1=CC=C(C=C1)OCC,6.97
536
+ O=CC1=CC=CO1,7.11
537
+ O=S(=O)(C1=CC=C(C=C1)/C(=C2\C=C/C(=[N+](/CC3=CC(=CC=C3)S(=O)(=O)[O-])CC)C=C2)C4=CC=C(C=C4)N(CC5=CC(=CC=C5)S(=O)(=O)[O-])CC)[O-].[Na+].[Na+],7.11
538
+ CC(OC)(C)C,7.96
539
+ ClCCl,8.52
540
+ ClC1=C(C(=C(C(=C1C#N)Cl)Cl)Cl)C#N,8.54
541
+ CC1(CC(=CC(=O)C1)C)C,8.75
542
+ C(/C1=CC=C(C=C1)N(CC2=CC(=CC=C2)S(=O)(=O)[O-])CC)(=C3\C=C/C(C=C3)=[N+](\CC4=CC(=CC=C4)S(=O)(=O)[O-])CC)C5=CC=CC=C5.[Na+],8.77
543
+ OC(=O)CN(CC(=O)O)CC(=O)O,9.26
544
+ OC1=CC2=C(C=C1)OCO2,9.77
545
+ [Al+3].[O-]P(=O)OCC.[O-]P(=O)OCC.[O-]P(=O)OCC,10.3
546
+ O=C1[N-]S(=O)(=O)C2=CC=CC=C12.[Na+],10.4
547
+ CC1=NC=CN1,10.6
548
+ O=C(OC(COC(=O)CCCCCCC)COC(=O)CCCCCCC)CCCCCCC,11.7
549
+ N=C(N)NC1=NC(CSCCNC2=NSN=C2N)=CS1,15.1
550
+ ClC(Cl)C(F)(F)F,15.5
551
+ O=C(CCC(=O)O)NN(C)C,15.6
552
+ OCCOCCO,15.6
553
+ O=S(C1=C3C(C=CC=C3)=C(O)C(/N=N/C2=CC(S(=O)([O-])=O)=C(C)C=C2C)=C1)([O-])=O.[Na+].[Na+],16.9
554
+ O=C1OC2=C(C=CC=C2)CC1,20
555
+ CC1=C(C=CC=C1)S(=O)(=O)N,23.1
556
+ CC1=CC=CC(C)=C1,29.3
557
+ CC1=CC=CC=C1,33.2
558
+ NCC1(CC(=O)O)CCCCC1,34.2
559
+ CC1=C(C=CC(=C1)C)C,36.2
560
+ C12(C(=CC(=CC=1S(=O)(=O)[O-])S(=O)(=O)[O-])C=CC(=C2/N=N/C3=C4C(=C(C=C3)S(=O)(=O)[O-])C=CC=C4)O).[Na+].[Na+].[Na+],40.5
561
+ C\C1=C\N(C(=O)NC1=O)[C@H]2C[C@H](/N=[N+]=[N-])[C@@H](CO)O2,43.4
562
+ CC(Cl)(Cl)F,45
563
+ NC1=C(C=CC=C1)C(=O)OC/C=C/C2=CC=CC=C2,47.8
564
+ CC(C)=C,63.3
565
+ C(O)(=O)[O-].[K+],130
566
+ CCO,198
567
+ FCC(F)(F)F,293
568
+ NCC(O)=O,342
@@ -0,0 +1,87 @@
1
+ STRUCTURE_SMILES,ActivityOutcome_CPDBAS_Hamster
2
+ O=C(N(CC(C)=O)N=O)NCCCl,active
3
+ CN(C)N,active
4
+ O=C(N)\C(C2=CC=CO2)=C/C1=CC=C([N+]([O-])=O)O1,active
5
+ N(NC)C.[H]Cl.[H]Cl,active
6
+ N(CC(CO)O)(CC(C)=O)N=O,active
7
+ O=C(N(C)C)Cl,active
8
+ N(CC(CO)O)(CC(O)C)N=O,active
9
+ ClC(=C(C1=CC=C(C=C1)Cl)C2=CC=C(C=C2)Cl)Cl,active
10
+ O=C(N(CC)N=O)NCCO,active
11
+ O=C(N(CC)N=O)NCC(=O)C,active
12
+ N(CC(CO)O)(C)N=O,active
13
+ [O-][N+](=O)C1=CC=C(O1)C2=CSC(=N2)NC=O,active
14
+ ClC1=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl,active
15
+ ClCOC,active
16
+ N(C(=O)N)(N=O)CC(C)=O,active
17
+ C=CCN(CC=C)N=O,active
18
+ C=CCl,active
19
+ C1(CN(N=O)CC(O1)C)C,active
20
+ N(CC(C)=O)(CC=C)N=O,active
21
+ [O-][N+](=O)C1=CC=C(O1)C2=CSC(=N2)NNC=O,active
22
+ NC(=O)OCC,active
23
+ O=C(C)CN(N=O)CCO,active
24
+ C1C(N(C(CN1N=O)C)C)C,active
25
+ O=NN1CCCCC1,active
26
+ N1C=CC=C(C=1)C2N(N=O)CCC2,active
27
+ C1(CN(CC(N1N=O)C)N=O)C,active
28
+ N(CCN(C)C)(C)N=O,active
29
+ CC(=O)N(O)C1=CC2=C(C=C1)C3=CC=CC=C3C2,active
30
+ [O-][N+](C1=CC=C(C2=CSC(NC(C)=O)=N2)O1)=O,active
31
+ CCOC(=O)N(C)N=O,active
32
+ NN,active
33
+ O=NN1CCC1,active
34
+ O=NN1CCCC1,active
35
+ OS(=O)(=O)O.NN,active
36
+ O1C(N(CC1C)N=O)=O,active
37
+ C1N(COC1)N=O,active
38
+ O=NN1CCOCC1,active
39
+ OCC1CO1,active
40
+ Br(=O)(=O)[O-].[K+],active
41
+ CC1=CC(=O)NC(=S)N1,active
42
+ CNN,active
43
+ CN(N)C=O,active
44
+ C12C3=C(C=CC=C3)CC1=CC(=CC=2)NC(C)=O,active
45
+ O=C(N(CCC1=CC=CC=C1)N=O)N,active
46
+ CC=O,active
47
+ O=C1C2=C(C=C(C=C2O)O)O/C(=C\1O)C3=CC(=C(C=C3)O)O.O.O,inactive
48
+ C(C1=CC=C(C=C1)N)(C2=CC=C(C=C2)N)=C3C=CC(C=C3)=N.[H]Cl,inactive
49
+ ClC(=CCl)Cl,inactive
50
+ O=C1OC2=C(C=CC=C2)C=C1,inactive
51
+ O=C2C1=C(OC)C=C(OC)C(Cl)=C1O[C@]32C(OC)=CC(C[C@@](C)3[H])=O,inactive
52
+ C1=C(C=CC(=C1)C(C2=CC=C(N)C(=C2)C)=C3C=CC(=N)C=C3)N.[H]Cl,inactive
53
+ [Cl-].[Cd+2].[Cl-],inactive
54
+ C1=C2C(=CC=C1NC3=CC=CC=C3)C=CC=C2,inactive
55
+ O=C1C(C2=CC=CC=C2)(C(=O)NC(=O)N1)CC,inactive
56
+ OC1=CC=C(C=C1C(C)(C)C)OC,inactive
57
+ OC2=CC1=C(C(O)=C2)C(C(O[C@@H]4O[C@@H]([C@H]([C@H](O)[C@H]4O)O)CO[C@H]3[C@H](O)[C@H](O)[C@H]([C@H](C)O3)O)=C(C5=CC(O)=C(C=C5)O)O1)=O,inactive
58
+ O=S(=O)([O-])[O-].[Cd+2],inactive
59
+ CCO,inactive
60
+ O=C(NC1=CC=CC=C1)OC(C)C,inactive
61
+ C1(=CC(=C(O)C=C1)O)C(O)=O,inactive
62
+ O=CC1=CC=CO1,inactive
63
+ O=C(C(=C)C)OC,inactive
64
+ NC1=C2C(=NC(=N1)N)N=CC(=N2)CN(C3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O)C,inactive
65
+ O=N[O-].[Na+],inactive
66
+ ClC(C(C1=CC=C(C=C1)Cl)C2=CC=C(C=C2)Cl)(Cl)Cl,inactive
67
+ O=C(C1=CC=CN=C1)CCCN(N=O)C,inactive
68
+ OC(=O)C1=CC=NC=C1,inactive
69
+ O=C(C1=CC=NC=C1)NN,inactive
70
+ Cl\C2=C(/Cl)C3(Cl)C1C4CC(C1C2(Cl)C3(Cl)Cl)C5OC45,inactive
71
+ CN(C)CCN(CC2=CC=CS2)C1=NC=CC=C1.Cl,inactive
72
+ O=C(NC1=CC=CC(=C1)Cl)OC(C)C,inactive
73
+ C=O,inactive
74
+ C1(CCN=C=S)=CC=CC=C1,inactive
75
+ O=[N+](C1=CC=C2C3=C1C=CC=C3CC2)[O-],inactive
76
+ O=C1N2C(C3=C(C=CC=C3)CC2)CN(C1)C(=O)C4CCCCC4,inactive
77
+ C=C(Cl)C=C,inactive
78
+ Clc1ccc(cc1)c2ccc(COC(C)(C)C(O)=O)cc2,inactive
79
+ CC(C(O)=O)(OC1=CC=C(C=C1)C2CCCC3=C2C=CC=C3)C,inactive
80
+ N(CC(CO)O)(CCO)N=O,inactive
81
+ ClC1=CC(=NC(=N1)SCC(=O)O)NC2=CC=CC(=C2C)C,inactive
82
+ [O-]C(C)=O.[O-]C(C)=O.[Pb+2].[OH-].[OH-].[Pb+2].[OH-].[OH-].[Pb+2],inactive
83
+ C1=CC=C(C=[N+]1[O-])C2CCCN2N=O,inactive
84
+ F[B-](F)(F)F.[Na+],inactive
85
+ N#[N+]C1=CC=CC=C1.F[B-](F)(F)F,inactive
86
+ C1(N=CNN=1)N,inactive
87
+ OCCNN,inactive