rdworks 0.25.7__py3-none-any.whl

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Files changed (69) hide show
  1. rdworks/__init__.py +35 -0
  2. rdworks/autograph/__init__.py +4 -0
  3. rdworks/autograph/autograph.py +184 -0
  4. rdworks/autograph/centroid.py +90 -0
  5. rdworks/autograph/dynamictreecut.py +135 -0
  6. rdworks/autograph/nmrclust.py +123 -0
  7. rdworks/autograph/rckmeans.py +74 -0
  8. rdworks/bitqt/__init__.py +1 -0
  9. rdworks/bitqt/bitqt.py +355 -0
  10. rdworks/conf.py +374 -0
  11. rdworks/descriptor.py +36 -0
  12. rdworks/display.py +206 -0
  13. rdworks/ionized.py +170 -0
  14. rdworks/matchedseries.py +260 -0
  15. rdworks/mol.py +1522 -0
  16. rdworks/mollibr.py +887 -0
  17. rdworks/pka.py +38 -0
  18. rdworks/predefined/Asinex_fragment.xml +20 -0
  19. rdworks/predefined/Astex_RO3.xml +16 -0
  20. rdworks/predefined/Baell2010_PAINS/Baell2010A.xml +52 -0
  21. rdworks/predefined/Baell2010_PAINS/Baell2010B.xml +169 -0
  22. rdworks/predefined/Baell2010_PAINS/Baell2010C.xml +1231 -0
  23. rdworks/predefined/Baell2010_PAINS/PAINS-less-than-015-hits.xml +2048 -0
  24. rdworks/predefined/Baell2010_PAINS/PAINS-less-than-150-hits.xml +278 -0
  25. rdworks/predefined/Baell2010_PAINS/PAINS-more-than-150-hits.xml +83 -0
  26. rdworks/predefined/Baell2010_PAINS/makexml.py +70 -0
  27. rdworks/predefined/Brenk2008_Dundee/makexml.py +21 -0
  28. rdworks/predefined/CNS.xml +18 -0
  29. rdworks/predefined/ChEMBL_Walters/BMS.xml +543 -0
  30. rdworks/predefined/ChEMBL_Walters/Dundee.xml +318 -0
  31. rdworks/predefined/ChEMBL_Walters/Glaxo.xml +168 -0
  32. rdworks/predefined/ChEMBL_Walters/Inpharmatica.xml +276 -0
  33. rdworks/predefined/ChEMBL_Walters/LINT.xml +174 -0
  34. rdworks/predefined/ChEMBL_Walters/MLSMR.xml +351 -0
  35. rdworks/predefined/ChEMBL_Walters/PAINS.xml +1446 -0
  36. rdworks/predefined/ChEMBL_Walters/SureChEMBL.xml +501 -0
  37. rdworks/predefined/ChEMBL_Walters/makexml.py +40 -0
  38. rdworks/predefined/Hann1999_Glaxo/Hann1999.xml +168 -0
  39. rdworks/predefined/Hann1999_Glaxo/Hann1999Acid.xml +102 -0
  40. rdworks/predefined/Hann1999_Glaxo/Hann1999Base.xml +6 -0
  41. rdworks/predefined/Hann1999_Glaxo/Hann1999ElPh.xml +6 -0
  42. rdworks/predefined/Hann1999_Glaxo/Hann1999NuPh.xml +6 -0
  43. rdworks/predefined/Hann1999_Glaxo/makexml.py +83 -0
  44. rdworks/predefined/Kazius2005/Kazius2005.xml +114 -0
  45. rdworks/predefined/Kazius2005/makexml.py +66 -0
  46. rdworks/predefined/ZINC_druglike.xml +24 -0
  47. rdworks/predefined/ZINC_fragment.xml +14 -0
  48. rdworks/predefined/ZINC_leadlike.xml +15 -0
  49. rdworks/predefined/fragment.xml +7 -0
  50. rdworks/predefined/ionized/simple_smarts_pattern.csv +57 -0
  51. rdworks/predefined/ionized/smarts_pattern.csv +107 -0
  52. rdworks/predefined/misc/makexml.py +119 -0
  53. rdworks/predefined/misc/reactive-part-2.xml +104 -0
  54. rdworks/predefined/misc/reactive-part-3.xml +74 -0
  55. rdworks/predefined/misc/reactive.xml +321 -0
  56. rdworks/readin.py +312 -0
  57. rdworks/rgroup.py +2173 -0
  58. rdworks/scaffold.py +520 -0
  59. rdworks/std.py +143 -0
  60. rdworks/stereoisomers.py +127 -0
  61. rdworks/tautomers.py +20 -0
  62. rdworks/units.py +63 -0
  63. rdworks/utils.py +495 -0
  64. rdworks/xml.py +260 -0
  65. rdworks-0.25.7.dist-info/METADATA +37 -0
  66. rdworks-0.25.7.dist-info/RECORD +69 -0
  67. rdworks-0.25.7.dist-info/WHEEL +5 -0
  68. rdworks-0.25.7.dist-info/licenses/LICENSE +21 -0
  69. rdworks-0.25.7.dist-info/top_level.txt +1 -0
rdworks/predefined/ChEMBL_Walters/BMS.xml ADDED
@@ -0,0 +1,543 @@
1
+ <?xml version="1.0" ?>
2
+ <BMS>
3
+ <substructure name="(1) 2halo_pyrazine_3EWG">
4
+ <SMARTS>[#7;R1]1[#6]([F,Cl,Br,I])[#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#7][#6][#6]1</SMARTS>
5
+ </substructure>
6
+ <substructure name="(2) 2halo_pyrazine_5EWG">
7
+ <SMARTS>[#7;R1]1[#6]([F,Cl,Br,I])[#6;!$(c-N)][#7][#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#6;!$(c-N)]1</SMARTS>
8
+ </substructure>
9
+ <substructure name="(3) 2halo_pyridazine_3EWG">
10
+ <SMARTS>[#7;R1]1[#6]([F,Cl,Br,I])[#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#6][#6][#7]1</SMARTS>
11
+ </substructure>
12
+ <substructure name="(4) 2halo_pyridazine_5EWG">
13
+ <SMARTS>[#7;R1]1[#6]([F,Cl,Br,I])[#6][#6][#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#7]1</SMARTS>
14
+ </substructure>
15
+ <substructure name="(5) 2halo_pyridine_3EWG">
16
+ <SMARTS>[#7;R1]1[#6;!$(c=O)]([F,Cl,Br,I])[#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#6;!$(c-N)][#6][#6;!$(c-N)]1</SMARTS>
17
+ </substructure>
18
+ <substructure name="(6) 2halo_pyridine_5EWG">
19
+ <SMARTS>[#7;R1]1[#6;!$(c=O)]([F,Cl,Br,I])[#6][#6;!$(c-N)][#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#6;!$(c=O);!$(c-N)]1</SMARTS>
20
+ </substructure>
21
+ <substructure name="(7) 2halo_pyrimidine_5EWG">
22
+ <SMARTS>[#7;R1]1[#6]([F,Cl,Br,I])[#7][#6][#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#6]1</SMARTS>
23
+ </substructure>
24
+ <substructure name="(8) 3halo_pyridazine_2EWG">
25
+ <SMARTS>[#7;R1]1[#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#6]([F,Cl,Br,I])[#6][#6][#7]1</SMARTS>
26
+ </substructure>
27
+ <substructure name="(9) 3halo_pyridazine_4EWG">
28
+ <SMARTS>[#7;R1]1[#6][#6]([F,Cl,Br,I])[#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#6][#7]1</SMARTS>
29
+ </substructure>
30
+ <substructure name="(10) 4_pyridone_3_5_EWG">
31
+ <SMARTS>[#7,#8,#16]1~[#6;H]~[#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])~[#6](=O)~[#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])~[#6;H]1</SMARTS>
32
+ </substructure>
33
+ <substructure name="(11) 4halo_pyridine_3EWG">
34
+ <SMARTS>[#7;R1]1[#6;!$(c=O);!$(c-N)][#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#6]([F,Cl,Br,I])[#6][#6;!$(c=O);!$(c-N)]1</SMARTS>
35
+ </substructure>
36
+ <substructure name="(12) 4halo_pyrimidine_2_6EWG">
37
+ <SMARTS>[#7]1[#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#7;R1][#6]([F,Cl,Br,I])[#6][#6]1([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])</SMARTS>
38
+ </substructure>
39
+ <substructure name="(13) 4halo_pyrimidine_5EWG">
40
+ <SMARTS>[#7]1[#6][#7;R1][#6]([F,Cl,Br,I])[#6]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])[#6]1</SMARTS>
41
+ </substructure>
42
+ <substructure name="(14) CH2_S#O_3_ring">
43
+ <SMARTS>[CH2]1[O,S]C1</SMARTS>
44
+ </substructure>
45
+ <substructure name="(15) HOBT_ester">
46
+ <SMARTS>O=C(-[!N])O[$(nnn),$([#7]-[#7]=[#7])]</SMARTS>
47
+ </substructure>
48
+ <substructure name="(16) NO_phosphonate">
49
+ <SMARTS>P(=O)ON</SMARTS>
50
+ </substructure>
51
+ <substructure name="(17) acrylate">
52
+ <SMARTS>[CH2]=[C;!$(C-N);!$(C-O)]C(=O)</SMARTS>
53
+ </substructure>
54
+ <substructure name="(18) activated_4mem_ring">
55
+ <SMARTS>[#6]1~[$(C(=O)),$(S(=O))]~[O,S,N]~[$(C(=O)),$(S(=O))]1</SMARTS>
56
+ </substructure>
57
+ <substructure name="(19) activated_S#O_3_ring">
58
+ <SMARTS>C1~[O,S]~[C,N,O,S]1[a,N,O,S]</SMARTS>
59
+ </substructure>
60
+ <substructure name="(20) activated_acetylene">
61
+ <SMARTS>[$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O))]C#[C;!$(C-N);!$(C-n)]</SMARTS>
62
+ </substructure>
63
+ <substructure name="(21) activated_diazo">
64
+ <SMARTS>[N;!R]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O))])=[N;!R]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O))])</SMARTS>
65
+ </substructure>
66
+ <substructure name="(22) activated_vinyl_ester">
67
+ <SMARTS>O=COC=[$(C(S(=O)(=O))),$(C(C(F)(F)(F))),$(C(C#N)),$(C(N(=O)(=O))),$(C([N+](=O)[O-])),$(C(C(=O)));!$(C(N))]</SMARTS>
68
+ </substructure>
69
+ <substructure name="(23) activated_vinyl_sulfonate">
70
+ <SMARTS>O(-S(=O)(=O))C=[$(C(S(=O)(=O))),$(C(C(F)(F)(F))),$(C(C#N)),$(C(N(=O)(=O))),$(C([N+](=O)[O-])),$(C(C(=O)));!$(C(N))]</SMARTS>
71
+ </substructure>
72
+ <substructure name="(24) acyclic_imide">
73
+ <SMARTS>[C,c][C;!R](=O)[N;!R][C;!R](=O)[C,c]</SMARTS>
74
+ </substructure>
75
+ <substructure name="(25) acyl_123_triazole">
76
+ <SMARTS>[#7;R1]1~[#7;R1]~[#7;R1](-C(=O))~[#6]~[#6]1</SMARTS>
77
+ </substructure>
78
+ <substructure name="(26) acyl_134_triazole">
79
+ <SMARTS>[#7]1~[#7]~[#6]~[#7](-C(=O)[!N])~[#6]1</SMARTS>
80
+ </substructure>
81
+ <substructure name="(27) acyl_activated_NO">
82
+ <SMARTS>O=C(-[!N])O[$([#7;+]),$(N(C=[O,S,N])(C=[O,S,N]))]</SMARTS>
83
+ </substructure>
84
+ <substructure name="(28) acyl_cyanide">
85
+ <SMARTS>C(=O)-C#N</SMARTS>
86
+ </substructure>
87
+ <substructure name="(29) acyl_imidazole">
88
+ <SMARTS>[C;!$(C-N)](=O)[#7]1[#6;H1,$([#6]([*;!R]))][#7][#6;H1,$([#6]([*;!R]))][#6;H1,$([#6]([*;!R]))]1</SMARTS>
89
+ </substructure>
90
+ <substructure name="(30) acyl_pyrazole">
91
+ <SMARTS>[C;!$(C-N)](=O)[#7]1[#7][#6;H1,$([#6]([*;!R]))][#6;H1,$([#6]([*;!R]))][#6;H1,$([#6]([*;!R]))]1</SMARTS>
92
+ </substructure>
93
+ <substructure name="(31) aldehyde">
94
+ <SMARTS>[C,c][C;H1](=O)</SMARTS>
95
+ </substructure>
96
+ <substructure name="(32) alpha_dicarbonyl">
97
+ <SMARTS>C(=O)!@C(=O)</SMARTS>
98
+ </substructure>
99
+ <substructure name="(33) alpha_halo_EWG">
100
+ <SMARTS>[$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-])]-[CH,CH2]-[Cl,Br,I,$(O(S(=O)(=O)))]</SMARTS>
101
+ </substructure>
102
+ <substructure name="(34) alpha_halo_amine">
103
+ <SMARTS>[F,Cl,Br,I,$(O(S(=O)(=O)))]-[CH,CH2;!$([CF2])]-[N,n]</SMARTS>
104
+ </substructure>
105
+ <substructure name="(35) alpha_halo_carbonyl">
106
+ <SMARTS>C(=O)([CH,CH2][Cl,Br,I,$(O(S(=O)(=O)))])</SMARTS>
107
+ </substructure>
108
+ <substructure name="(36) alpha_halo_heteroatom">
109
+ <SMARTS>[N,n,O,S;!$(S(=O)(=O))]-[CH,CH2;!$([CF2])][F,Cl,Br,I,$(O(S(=O)(=O)))]</SMARTS>
110
+ </substructure>
111
+ <substructure name="(37) alpha_halo_heteroatom_tert">
112
+ <SMARTS>[N,n,O,S;!$(S(=O)(=O))]-C([Cl,Br,I,$(O(S(=O)(=O)))])(C)(C)</SMARTS>
113
+ </substructure>
114
+ <substructure name="(38) anhydride">
115
+ <SMARTS>[$(C(=O)),$(C(=S))]-[O,S]-[$(C(=O)),$(C(=S)),$(C(=[N;!R])),$(C(=N(-[C;X4])))]</SMARTS>
116
+ </substructure>
117
+ <substructure name="(39) aryl_phosphonate">
118
+ <SMARTS>P(=O)-[O;!R]-a</SMARTS>
119
+ </substructure>
120
+ <substructure name="(40) aryl_thiocarbonyl">
121
+ <SMARTS>a-[S;X2;!R]-[C;!R](=O)</SMARTS>
122
+ </substructure>
123
+ <substructure name="(41) azide">
124
+ <SMARTS>[$(N#[N+]-[N-]),$([N-]=[N+]=N)]</SMARTS>
125
+ </substructure>
126
+ <substructure name="(42) aziridine_diazirine">
127
+ <SMARTS>[C,N]1~[C,N]~N~1</SMARTS>
128
+ </substructure>
129
+ <substructure name="(43) azo_amino">
130
+ <SMARTS>[N]=[N;!R]-[N]</SMARTS>
131
+ </substructure>
132
+ <substructure name="(44) azo_aryl">
133
+ <SMARTS>c[N;!R;!+]=[N;!R;!+]-c</SMARTS>
134
+ </substructure>
135
+ <substructure name="(45) azo_filter1">
136
+ <SMARTS>[N;!R]=[N;!R]-[N]=[*]</SMARTS>
137
+ </substructure>
138
+ <substructure name="(46) azo_filter2">
139
+ <SMARTS>[N;!$(N-S(=O)(=O));!$(N-C=O)]-[N;!r3;!$(N-S(=O)(=O));!$(N-C=O)]-[N;!$(N-S(=O)(=O));!$(N-C=O)]</SMARTS>
140
+ </substructure>
141
+ <substructure name="(47) azo_filter3">
142
+ <SMARTS>[N;!R]-[N;!R]-[N;!R]</SMARTS>
143
+ </substructure>
144
+ <substructure name="(48) azo_filter4">
145
+ <SMARTS>a-N=N-[N;H2]</SMARTS>
146
+ </substructure>
147
+ <substructure name="(49) bad_boron">
148
+ <SMARTS>[B-,BH2,BH3,$(B(F)(F))]</SMARTS>
149
+ </substructure>
150
+ <substructure name="(50) bad_cations">
151
+ <SMARTS>[C+,F+,Cl+,Br+,I+,Se+]</SMARTS>
152
+ </substructure>
153
+ <substructure name="(51) benzidine_like">
154
+ <SMARTS>c([N;!+])1ccc(c2ccc([N;!+])cc2)cc1</SMARTS>
155
+ </substructure>
156
+ <substructure name="(52) beta_lactone">
157
+ <SMARTS>[#6,#15,#16]1(=O)~[#6]~[#6]~[#8,#16]1</SMARTS>
158
+ </substructure>
159
+ <substructure name="(53) betalactam">
160
+ <SMARTS>C1(=O)~[#6]~[#6]N1</SMARTS>
161
+ </substructure>
162
+ <substructure name="(54) betalactam_EWG">
163
+ <SMARTS>C1(=O)~[#6]~[#6]N1([$(S(=O)(=O)[C,c,O&amp;D2]),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)[C,c,O&amp;D2])])</SMARTS>
164
+ </substructure>
165
+ <substructure name="(55) bis_activated_aryl_ester">
166
+ <SMARTS>O=[C,S]Oc1aaa([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])aa([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])1</SMARTS>
167
+ </substructure>
168
+ <substructure name="(56) bis_keto_olefin">
169
+ <SMARTS>CC(=O)[$([C&amp;H1]),$(C-F),$(C-Cl),$(C-Br),$(C-I)]=[$([C&amp;H1]),$(C-F),$(C-Cl),$(C-Br),$(C-I)]C(=O)C</SMARTS>
170
+ </substructure>
171
+ <substructure name="(57) boron_warhead">
172
+ <SMARTS>[C,c]~[#5]</SMARTS>
173
+ </substructure>
174
+ <substructure name="(58) branched_polycyclic_aromatic">
175
+ <SMARTS>a1(a2aa(a3aaaaa3)aa(a4aaaaa4)a2)aaaaa1</SMARTS>
176
+ </substructure>
177
+ <substructure name="(59) carbodiimide_iso#thio#cyanate">
178
+ <SMARTS>N=C=[N,O,S]</SMARTS>
179
+ </substructure>
180
+ <substructure name="(60) carbonyl_halide">
181
+ <SMARTS>O=C[F,Cl,Br,I]</SMARTS>
182
+ </substructure>
183
+ <substructure name="(61) contains_metal">
184
+ <SMARTS>[$([Ru]),$([Rh]),$([Se]),$([se]),$([Pd]),$([Sc]),$([Bi]),$([Sb]),$([Ag]),$([Ti]),$([Al]),$([Cd]),$([V]),$([In]),$([Cr]),$([Sn]),$([Mn]),$([La]),$([Fe]),$([Er]),$([Tm]),$([Yb]),$([Lu]),$([Hf]),$([Ta]),$([W]),$([Re]),$([Co]),$([Os]),$([Ni]),$([Ir]),$([Cu]),$([Zn]),$([Ga]),$([Ge]),$([As]),$([as]),$([Y]),$([Zr]),$([Nb]),$([Ce]),$([Pr]),$([Nd]),$([Sm]),$([Eu]),$([Gd]),$([Tb]),$([Dy]),$([Ho]),$([Pt]),$([Au]),$([Hg]),$([Tl]),$([Pb]),$([Ac]),$([Th]),$([Pa]),$([Mo]),$([U]),$([Tc]),$([Te]),$([Po]),$([At])]</SMARTS>
185
+ </substructure>
186
+ <substructure name="(62) crown_ether">
187
+ <SMARTS>[$([O,S,#7;R1;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][O,S,#7;R1;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][O,S,#7;R1;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18]),$([O,S,#7;R1;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][O,S,#7;R1;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][O,S,#7;R1;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18]),$([O,S,#7;R1;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][O,S,#7;R1;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][CH,CH2;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18][O,S,#7;R1;r9,r10,r11,r12,r13,r14,r15,r16,r17,r18])]</SMARTS>
188
+ </substructure>
189
+ <substructure name="(63) cyano_phosphonate">
190
+ <SMARTS>P(O[A,a])(O[A,a])(=O)C#N</SMARTS>
191
+ </substructure>
192
+ <substructure name="(64) cyanohydrin">
193
+ <SMARTS>[C;X4](-[OH,NH1,NH2,SH])(-C#N)</SMARTS>
194
+ </substructure>
195
+ <substructure name="(65) diamino_sulfide">
196
+ <SMARTS>[N,n]~[S;!R;D2]~[N,n]</SMARTS>
197
+ </substructure>
198
+ <substructure name="(66) diazo_carbonyl">
199
+ <SMARTS>[$(N=N=C~C=O),$(N#N-C~C=O)]</SMARTS>
200
+ </substructure>
201
+ <substructure name="(67) diazonium">
202
+ <SMARTS>a[N+]#N</SMARTS>
203
+ </substructure>
204
+ <substructure name="(68) dicarbonyl_sulfonamide">
205
+ <SMARTS>[$(N(-C(=O))(-C(=O))(-S(=O))),$(n([#6](=O))([#6](=O))([#16](=O)))]</SMARTS>
206
+ </substructure>
207
+ <substructure name="(69) disulfide_acyclic">
208
+ <SMARTS>[S;!R;X2]-[S;!R;X2]</SMARTS>
209
+ </substructure>
210
+ <substructure name="(70) disulfonyliminoquinone">
211
+ <SMARTS>S(=O)(=O)N=C1C=CC(=NS(=O)(=O))C=C1</SMARTS>
212
+ </substructure>
213
+ <substructure name="(71) double_trouble_warhead">
214
+ <SMARTS>NC(C[S;D1])C([N;H1]([O;D1]))=O</SMARTS>
215
+ </substructure>
216
+ <substructure name="(72) flavanoid">
217
+ <SMARTS>O=C2CC(a3aaaaa3)Oa1aaaaa12</SMARTS>
218
+ </substructure>
219
+ <substructure name="(73) four_nitriles">
220
+ <SMARTS>C#N.C#N.C#N.C#N</SMARTS>
221
+ </substructure>
222
+ <substructure name="(74) gte_10_carbon_sb_chain">
223
+ <SMARTS>[C;!R]-[C;!R]-[C;!R]-[C;!R]-[C;!R]-[C;!R]-[C;!R]-[C;!R]-[C;!R]-[C;!R]</SMARTS>
224
+ </substructure>
225
+ <substructure name="(75) gte_2_N_quats">
226
+ <SMARTS>[N,n;H0;+;!$(N~O);!$(n~O)].[N,n;H0;+;!$(N~O);!$(n~O)]</SMARTS>
227
+ </substructure>
228
+ <substructure name="(76) gte_2_free_phos">
229
+ <SMARTS>P([O;D1])=O.P([O;D1])=O</SMARTS>
230
+ </substructure>
231
+ <substructure name="(77) gte_2_sulfonic_acid">
232
+ <SMARTS>[C,c]S(=O)(=O)[O;D1].[C,c]S(=O)(=O)[O;D1]</SMARTS>
233
+ </substructure>
234
+ <substructure name="(78) gte_3_COOH">
235
+ <SMARTS>C(=O)[O;D1].C(=O)[O;D1].C(=O)[O;D1]</SMARTS>
236
+ </substructure>
237
+ <substructure name="(79) gte_3_iodine">
238
+ <SMARTS>[#53].[#53].[#53]</SMARTS>
239
+ </substructure>
240
+ <substructure name="(80) gte_4_basic_N">
241
+ <SMARTS>[N;!$(N(=[N,O,S,C]));!$(N(S(=O)(=O)));!$(N(C(F)(F)(F)));!$(N(C#N));!$(N(C(=O)));!$(N(C(=S)));!$(N(C(=N)));!$(N(#C));!$(Nc)].[N;!$(N(=[N,O,S,C]));!$(N(S(=O)(=O)));!$(N(C(F)(F)(F)));!$(N(C#N));!$(N(C(=O)));!$(N(C(=S)));!$(N(C(=N)));!$(N(#C));!$(Nc)].[N;!$(N(=[N,O,S,C]));!$(N(S(=O)(=O)));!$(N(C(F)(F)(F)));!$(N(C#N));!$(N(C(=O)));!$(N(C(=S)));!$(N(C(=N)));!$(N(#C));!$(Nc)].[N;!$(N(=[N,O,S,C]));!$(N(S(=O)(=O)));!$(N(C(F)(F)(F)));!$(N(C#N));!$(N(C(=O)));!$(N(C(=S)));!$(N(C(=N)));!$(N(#C));!$(N-c)]</SMARTS>
242
+ </substructure>
243
+ <substructure name="(81) gte_4_nitro">
244
+ <SMARTS>[$([N+](=O)[O-]),$(N(=O)=O)].[$([N+](=O)[O-]),$(N(=O)=O)].[$([N+](=O)[O-]),$(N(=O)=O)].[$([N+](=O)[O-]),$(N(=O)=O)]</SMARTS>
245
+ </substructure>
246
+ <substructure name="(82) gte_5_phenolic_OH">
247
+ <SMARTS>a[O;D1].a[O;D1].a[O;D1].a[O;D1].a[O;D1]</SMARTS>
248
+ </substructure>
249
+ <substructure name="(83) gte_7_aliphatic_OH">
250
+ <SMARTS>C[O;D1].C[O;D1].C[O;D1].C[O;D1].C[O;D1].C[O;D1].C[O;D1]</SMARTS>
251
+ </substructure>
252
+ <substructure name="(84) gte_7_total_hal">
253
+ <SMARTS>[Cl,Br,I].[Cl,Br,I].[Cl,Br,I].[Cl,Br,I].[Cl,Br,I].[Cl,Br,I].[Cl,Br,I]</SMARTS>
254
+ </substructure>
255
+ <substructure name="(85) gte_8_CF2_or_CH2">
256
+ <SMARTS>[CH2,$([CF2]);R0][CH2,$([CF2]);R0][CH2,$([CF2]);R0][CH2,$([CF2]);R0][CH2,$([CF2]);R0][CH2,$([CF2]);R0][CH2,$([CF2]);R0][CH2,$([CF2]);R0]</SMARTS>
257
+ </substructure>
258
+ <substructure name="(86) halo_5heterocycle_bis_EWG">
259
+ <SMARTS>[#7,#8,#16]1[#6]([$(S(=O)(=O)),$([F,Cl]),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O))])[#6]([$(S(=O)(=O)),$([F,Cl]),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O))])[#7][#6]1([Cl,Br,I])</SMARTS>
260
+ </substructure>
261
+ <substructure name="(87) halo_acrylate">
262
+ <SMARTS>[$([C;H2]),$([C&amp;H1;$(C-F)]),$([C&amp;H1;$(C-Cl)]),$([C&amp;H1;$(C-Br)]),$([C&amp;H1;$(CI)]),$(C(F)F),$(C(Cl)Cl),$(C(Br)Br),$(C(I)I),$(C(F)Cl),$(C(F)Br),$(C(F)I),$(C(Cl)Br),$(C(Br)I)](=[$([C&amp;H1;$(C(-C(=O)))]),$(C(F)(C(=O))),$(C(Cl)(C(=O))),$(C(Br)(C(=O))),$(C(I)(C(=O))),$(C(C)(C(=O))),$(C(c)(C(=O)))])</SMARTS>
263
+ </substructure>
264
+ <substructure name="(88) halo_imino">
265
+ <SMARTS>C(=[#7])([Cl,Br,I,$(O(S(=O)(=O)))])</SMARTS>
266
+ </substructure>
267
+ <substructure name="(89) halo_olefin_bis_EWG">
268
+ <SMARTS>C([Cl,Br,I,$(O(S(=O)(=O)))])=C([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])</SMARTS>
269
+ </substructure>
270
+ <substructure name="(90) halo_phenolic_carbonyl">
271
+ <SMARTS>C(=O)Oc1c([Cl,F])[cH1,$(c[F,Cl])]c([F,Cl])[cH1,$(c[F,Cl])]c1([F,Cl])</SMARTS>
272
+ </substructure>
273
+ <substructure name="(91) halo_phenolic_sulfonyl">
274
+ <SMARTS>S(=O)Oc1c([Cl,F])[cH1,$(c[F,Cl])]c([F,Cl])[cH1,$(c[F,Cl])]c1([F,Cl])</SMARTS>
275
+ </substructure>
276
+ <substructure name="(92) halogen_heteroatom">
277
+ <SMARTS>[!C;!c;!H][F,Cl,Br,I]</SMARTS>
278
+ </substructure>
279
+ <substructure name="(93) hetero_silyl">
280
+ <SMARTS>[Si]~[!#6]</SMARTS>
281
+ </substructure>
282
+ <substructure name="(94) hydrazine">
283
+ <SMARTS>[N;X3;!$(N-S(=O)(=O));!$(N-C(F)(F)(F));!$(N-C#N);!$(N-C(=O));!$(N-C(=S));!$(N-C(=N))]-[N;X3;!$(N-S(=O)(=O));!$(N-C(F)(F)(F));!$(N-C#N);!$(N-C(=O));!$(N-C(=S));!$(N-C(=N))]</SMARTS>
284
+ </substructure>
285
+ <substructure name="(95) hydrazothiourea">
286
+ <SMARTS>[N;!R]=NC(=S)N</SMARTS>
287
+ </substructure>
288
+ <substructure name="(96) hydroxamate_warhead">
289
+ <SMARTS>C([N;H1]([O;D1]))=O</SMARTS>
290
+ </substructure>
291
+ <substructure name="(97) hyperval_sulfur">
292
+ <SMARTS>[$([#16&amp;D3]),$([#16&amp;D4])]=,:[#6]</SMARTS>
293
+ </substructure>
294
+ <substructure name="(98) isonitrile">
295
+ <SMARTS>[N+]#[C-]</SMARTS>
296
+ </substructure>
297
+ <substructure name="(99) keto_def_heterocycle">
298
+ <SMARTS>[$(c([C;!R;!$(C-[N,O,S]);!$(C-[H])](=O))1naaaa1),$(c([C;!R;!$(C-[N,O,S]);!$(C-[H])](=O))1naa[n,s,o]1)]</SMARTS>
299
+ </substructure>
300
+ <substructure name="(100) linear_polycyclic_aromatic_I">
301
+ <SMARTS>[$(a12aaaaa1aa3a(aa(aaaa4)a4a3)a2),$(a12aaaaa1aa3a(aaa4a3aaaa4)a2),$(a12aaaaa1a(aa5)a3a(aaa4a3a5aaa4)a2)]</SMARTS>
302
+ </substructure>
303
+ <substructure name="(101) linear_polycyclic_aromatic_II">
304
+ <SMARTS>[$(a12aaaa4a1a3a(aaaa3aa4)aa2),$(a12aaaaa1a3a(aaa4a3aaaa4)aa2),$(a1(a(aaaa4)a4a3a2aaaa3)a2aaaa1)]</SMARTS>
305
+ </substructure>
306
+ <substructure name="(102) maleimide_etc">
307
+ <SMARTS>[$([C;H1]),$(C(-[F,Cl,Br,I]))]1=[$([C;H1]),$(C(-[F,Cl,Br,I]))]C(=O)[N,O,S]C(=O)1</SMARTS>
308
+ </substructure>
309
+ <substructure name="(103) meldrums_acid_deriv">
310
+ <SMARTS>O=C1OC(C)(C)OC(C1)=O</SMARTS>
311
+ </substructure>
312
+ <substructure name="(104) monofluoroacetate">
313
+ <SMARTS>[C;H2](F)C(=O)[O,N,S]</SMARTS>
314
+ </substructure>
315
+ <substructure name="(105) nitrone">
316
+ <SMARTS>[C;!R]=[N+][O;D1]</SMARTS>
317
+ </substructure>
318
+ <substructure name="(106) nitrosamine">
319
+ <SMARTS>N-[N;X2](=O)</SMARTS>
320
+ </substructure>
321
+ <substructure name="(107) non_ring_CH2O_acetal">
322
+ <SMARTS>[O,N,S;!$(S~O)]!@[CH2]!@[O,S,N;!$(S~O)]</SMARTS>
323
+ </substructure>
324
+ <substructure name="(108) non_ring_acetal">
325
+ <SMARTS>[O,N,S;!$(S~O)]!@[C;H1;X4]!@[O,N,S;!$(S~O)]</SMARTS>
326
+ </substructure>
327
+ <substructure name="(109) non_ring_ketal">
328
+ <SMARTS>[O,N,S;!$(S~O)]!@[C;H0;X4](!@[O,N,S;!$(S~O)])(C)</SMARTS>
329
+ </substructure>
330
+ <substructure name="(110) ortho_hydroiminoquinone">
331
+ <SMARTS>c1c([N;D1])c([N;D1])c[cH1][cH1]1</SMARTS>
332
+ </substructure>
333
+ <substructure name="(111) ortho_hydroquinone">
334
+ <SMARTS>a1c([O,S;D1])c([O,S;D1])a[cH1][cH1]1</SMARTS>
335
+ </substructure>
336
+ <substructure name="(112) ortho_nitrophenyl_carbonyl">
337
+ <SMARTS>[#6]1(-O-[C;!R](=[O,N;!R]))[#6]([$(N(=O)(=O)),$([N+](=O)[O-])])[#6][#6][#6][#6]1</SMARTS>
338
+ </substructure>
339
+ <substructure name="(113) ortho_quinone">
340
+ <SMARTS>[CH1,$(C(-[Cl,Br,I]))]1=CC(=[O,N,S;!R])C(=[O,N,S])C=[CH1,$(C(-[Cl,Br,I]))]1</SMARTS>
341
+ </substructure>
342
+ <substructure name="(114) oxaziridine">
343
+ <SMARTS>C1~[O,S]~N1</SMARTS>
344
+ </substructure>
345
+ <substructure name="(115) oxime">
346
+ <SMARTS>[$(C=N[O;D1]);!$(C=[N+])][#6][#6]</SMARTS>
347
+ </substructure>
348
+ <substructure name="(116) oxonium">
349
+ <SMARTS>[o+,O+]</SMARTS>
350
+ </substructure>
351
+ <substructure name="(117) para_hydroiminoquinone">
352
+ <SMARTS>a1[cH1]c([N;D1])[cH1]ac([N;D1])1</SMARTS>
353
+ </substructure>
354
+ <substructure name="(118) para_hydroquinone">
355
+ <SMARTS>a1[cH1]c([O,S;D1])[cH1]ac([O,S;D1])1</SMARTS>
356
+ </substructure>
357
+ <substructure name="(119) para_nitrophenyl_ester">
358
+ <SMARTS>[#6]1(-O(-[C;!R](-[!N])(=[O,N;!R])))[#6][#6][#6]([$(N(=O)(=O)),$([N+](=O)[O-])])[#6][#6]1</SMARTS>
359
+ </substructure>
360
+ <substructure name="(120) para_quinone">
361
+ <SMARTS>[CH1,$(C(-[Cl,Br,I]))]1=[CH1,$(C(-[Cl,Br,I]))]C(=[O,N,S])[CH1,$(C(-[Cl,Br,I]))]=[CH1,$(C(-[Cl,Br,I]))]C1(=[O,N,S])</SMARTS>
362
+ </substructure>
363
+ <substructure name="(121) paraquat_like">
364
+ <SMARTS>[#6]1[#6][#6]([#6]2[#6][#6][#7;+][#6][#6]2)[#6][#6][#7;+]1</SMARTS>
365
+ </substructure>
366
+ <substructure name="(122) pentafluorophenylester">
367
+ <SMARTS>C(=O)Oc1c(F)c(F)c(F)c(F)c1(F)</SMARTS>
368
+ </substructure>
369
+ <substructure name="(123) perchloro_cp">
370
+ <SMARTS>C1(Cl)(Cl)C(Cl)C(Cl)=C(Cl)C1(Cl)</SMARTS>
371
+ </substructure>
372
+ <substructure name="(124) perhalo_dicarbonyl_phenyl">
373
+ <SMARTS>c1(C=O)c([Br,Cl,I])c([Br,Cl,I])c([Br,Cl,I])c([Br,Cl,I])c1(C=O)</SMARTS>
374
+ </substructure>
375
+ <substructure name="(125) perhalo_phenyl">
376
+ <SMARTS>c1c([Br,Cl,I])c([Br,Cl,I])c([Br,Cl,I])c([Br,Cl,I])c1([Br,Cl,I])</SMARTS>
377
+ </substructure>
378
+ <substructure name="(126) peroxide">
379
+ <SMARTS>[#8]~[#8]</SMARTS>
380
+ </substructure>
381
+ <substructure name="(127) phenolate_bis_EWG">
382
+ <SMARTS>O=[C,S]Oc1aaa([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])aa([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])1</SMARTS>
383
+ </substructure>
384
+ <substructure name="(128) phos_serine_warhead">
385
+ <SMARTS>NC(COP(O)(O)=O)C(O)=O</SMARTS>
386
+ </substructure>
387
+ <substructure name="(129) phos_threonine_warhead">
388
+ <SMARTS>NC(C(C)OP(O)(O)=O)C(O)=O</SMARTS>
389
+ </substructure>
390
+ <substructure name="(130) phos_tyrosine_warhead">
391
+ <SMARTS>NC(Cc1ccc(OP(O)(O)=O)cc1)C(O)=O</SMARTS>
392
+ </substructure>
393
+ <substructure name="(131) phosphite">
394
+ <SMARTS>[c,C]-[P;v3]</SMARTS>
395
+ </substructure>
396
+ <substructure name="(132) phosphonium">
397
+ <SMARTS>[#15;+]~[!O]</SMARTS>
398
+ </substructure>
399
+ <substructure name="(133) phosphorane">
400
+ <SMARTS>C=P</SMARTS>
401
+ </substructure>
402
+ <substructure name="(134) phosphorous_nitrogen_bond">
403
+ <SMARTS>[#15]~[N,n]</SMARTS>
404
+ </substructure>
405
+ <substructure name="(135) phosphorus_phosphorus_bond">
406
+ <SMARTS>P~P</SMARTS>
407
+ </substructure>
408
+ <substructure name="(136) phosphorus_sulfur_bond">
409
+ <SMARTS>P~S</SMARTS>
410
+ </substructure>
411
+ <substructure name="(137) polyene">
412
+ <SMARTS>C=[C;!R][C;!R]=[C;!R][C;!R]=[C;!R]</SMARTS>
413
+ </substructure>
414
+ <substructure name="(138) polyhalo_phenol_a">
415
+ <SMARTS>c1c([O;D1])c(-[Cl,Br,I])c(-[Cl,Br,I])cc1.c1c([O;D1])c(-[Cl,Br,I])c(-[Cl,Br,I])cc1</SMARTS>
416
+ </substructure>
417
+ <substructure name="(139) polyhalo_phenol_b">
418
+ <SMARTS>c1c([O;D1])c(-[Cl,Br,I])cc(-[Cl,Br,I])c1.c1c([O;D1])c(-[Cl,Br,I])cc(-[Cl,Br,I])c1</SMARTS>
419
+ </substructure>
420
+ <substructure name="(140) polyhalo_phenol_c">
421
+ <SMARTS>c1c([O;D1])ccc(-[Cl,Br,I])c(-[Cl,Br,I])1.c1c([O;D1])ccc(-[Cl,Br,I])c(-[Cl,Br,I])1</SMARTS>
422
+ </substructure>
423
+ <substructure name="(141) polyhalo_phenol_d">
424
+ <SMARTS>c(-[Cl,Br,I])1c([O;D1])c(-[Cl,Br,I])ccc1.c(-[Cl,Br,I])1c([O;D1])c(-[Cl,Br,I])ccc1</SMARTS>
425
+ </substructure>
426
+ <substructure name="(142) polyhalo_phenol_e">
427
+ <SMARTS>c1c([O;D1])ccc(-[Cl,Br,I])c(-[Cl,Br,I])1.c1c([O;D1])ccc(-[Cl,Br,I])c(-[Cl,Br,I])1</SMARTS>
428
+ </substructure>
429
+ <substructure name="(143) polysulfide">
430
+ <SMARTS>[S;D2]-[S;D2]-[S;D2]</SMARTS>
431
+ </substructure>
432
+ <substructure name="(144) porphyrin">
433
+ <SMARTS>[#6;r16,r17,r18]~[#6]1~[#6]~[#6]~[#6](~[#6])~[#7]1</SMARTS>
434
+ </substructure>
435
+ <substructure name="(145) primary_halide_sulfate">
436
+ <SMARTS>[CH2][Cl,Br,I,$(O(S(=O)(=O)[!$(N);!$([O&amp;D1])]))]</SMARTS>
437
+ </substructure>
438
+ <substructure name="(146) quat_N_N">
439
+ <SMARTS>[N,n;R;+]!@[N,n]</SMARTS>
440
+ </substructure>
441
+ <substructure name="(147) quat_N_acyl">
442
+ <SMARTS>[N,n;+]!@C(=O)</SMARTS>
443
+ </substructure>
444
+ <substructure name="(148) quinone_methide">
445
+ <SMARTS>[#6;!$([#6](-[N,O,S]))]1=[#6;!$([#6](-[N,O,S]))][#6](=[#6])[#6;!$([#6](-[N,O,S]))]=[#6;!$([#6](-[N,O,S]))][#6]1(=[O,N,S])</SMARTS>
446
+ </substructure>
447
+ <substructure name="(149) rhodanine">
448
+ <SMARTS>C(=C)1SC(=S)NC(=O)1</SMARTS>
449
+ </substructure>
450
+ <substructure name="(150) secondary_halide_sulfate">
451
+ <SMARTS>[CH;!$(C=C)][Cl,Br,I,$(O(S(=O)(=O)[!$(N);!$([O&amp;D1])]))]</SMARTS>
452
+ </substructure>
453
+ <substructure name="(151) sulf_D2_nitrogen">
454
+ <SMARTS>[S;D2](-[N;!$(N(=C));!$(N(-S(=O)(=O)));!$(N(-C(=O)))])</SMARTS>
455
+ </substructure>
456
+ <substructure name="(152) sulf_D2_oxygen_D2">
457
+ <SMARTS>[S;D2][O;D2]</SMARTS>
458
+ </substructure>
459
+ <substructure name="(153) sulf_D3_nitrogen">
460
+ <SMARTS>[S;D3](-N)(-[c,C])(-[c,C])</SMARTS>
461
+ </substructure>
462
+ <substructure name="(154) sulfite_sulfate_ester">
463
+ <SMARTS>[C,c]OS(=O)O[C,c]</SMARTS>
464
+ </substructure>
465
+ <substructure name="(155) sulfonium">
466
+ <SMARTS>[S+;X3;$(S-C);!$(S-[O;D1])]</SMARTS>
467
+ </substructure>
468
+ <substructure name="(156) sulfonyl_anhydride">
469
+ <SMARTS>[$(C(=O)),$(S(=O)(=O))][O,S](S(=O)(=O))</SMARTS>
470
+ </substructure>
471
+ <substructure name="(157) sulfonyl_halide">
472
+ <SMARTS>S(=O)(=O)[F,Cl,Br,I]</SMARTS>
473
+ </substructure>
474
+ <substructure name="(158) sulfonyl_heteroatom">
475
+ <SMARTS>[!#6;!#1;!#11;!#19]O(S(=O)(=O)(-[C,c]))</SMARTS>
476
+ </substructure>
477
+ <substructure name="(159) sulphonyl_cyanide">
478
+ <SMARTS>S(=O)(=O)C#N</SMARTS>
479
+ </substructure>
480
+ <substructure name="(160) tertiary_halide_sulfate">
481
+ <SMARTS>[C;X4](-[Cl,Br,I,$(O(S(=O)(=O)[!$(N);!$([O&amp;D1])]))])(-[c,C])(-[c,C])(-[c,C])</SMARTS>
482
+ </substructure>
483
+ <substructure name="(161) thio_hydroxamate">
484
+ <SMARTS>[S;D2]([$(N(=C)),$(N(-S(=O)(=O))),$(N(-C(=O)))])</SMARTS>
485
+ </substructure>
486
+ <substructure name="(162) thio_xanthate">
487
+ <SMARTS>[S;!R]-[C;!R](=[S;!R])(-[S;!R])</SMARTS>
488
+ </substructure>
489
+ <substructure name="(163) thiocarbonate">
490
+ <SMARTS>SC(=O)[O,S]</SMARTS>
491
+ </substructure>
492
+ <substructure name="(164) thioester">
493
+ <SMARTS>[S;!R;H0]C(=[S,O;!R])([!O;!S;!N])</SMARTS>
494
+ </substructure>
495
+ <substructure name="(165) thiol_warhead">
496
+ <SMARTS>NC(C[S;D1])C(O)=O</SMARTS>
497
+ </substructure>
498
+ <substructure name="(166) thiopyrylium">
499
+ <SMARTS>c1[S,s;+]cccc1</SMARTS>
500
+ </substructure>
501
+ <substructure name="(167) thiosulfoxide">
502
+ <SMARTS>[C,c][S;X3](~O)-S</SMARTS>
503
+ </substructure>
504
+ <substructure name="(168) triamide">
505
+ <SMARTS>[$(N(-C(=O))(-C(=O))(-C(=O))),$(n([#6](=O))([#6](=O))([#6](=O)))]</SMARTS>
506
+ </substructure>
507
+ <substructure name="(169) triaryl_phosphine_oxide">
508
+ <SMARTS>P(=O)(a)(a)(a)</SMARTS>
509
+ </substructure>
510
+ <substructure name="(170) trichloromethyl_ketone">
511
+ <SMARTS>[$(C(=O));!$(C-N);!$(C-O);!$(C-S)]C(Cl)(Cl)(Cl)</SMARTS>
512
+ </substructure>
513
+ <substructure name="(171) triflate">
514
+ <SMARTS>OS(=O)(=O)(C(F)(F)(F))</SMARTS>
515
+ </substructure>
516
+ <substructure name="(172) trifluoroacetate_ester">
517
+ <SMARTS>C(F)(F)(F)C(=O)O</SMARTS>
518
+ </substructure>
519
+ <substructure name="(173) trifluoroacetate_thioester">
520
+ <SMARTS>C(F)(F)(F)C(=O)S</SMARTS>
521
+ </substructure>
522
+ <substructure name="(174) trifluoromethyl_ketone">
523
+ <SMARTS>[$(C(=O));!$(C-N);!$(C-O);!$(C-S)]C(F)(F)(F)</SMARTS>
524
+ </substructure>
525
+ <substructure name="(175) trihalovinyl_heteroatom">
526
+ <SMARTS>C(-[Cl,Br,I])(-[Cl,Br,I])=C(-[Cl,Br,I])(-[N,O,S])</SMARTS>
527
+ </substructure>
528
+ <substructure name="(176) trinitro_aromatic">
529
+ <SMARTS>[$(a1aaa([$(N(=O)(=O)),$([N+](=O)[O-])])a([$(N(=O)(=O)),$([N+](=O)[O-])])a1([$(N(=O)(=O)),$([N+](=O)[O-])])),$(a1aa([$(N(=O)(=O)),$([N+](=O)[O-])])a([$(N(=O)(=O)),$([N+](=O)[O-])])aa1([$(N(=O)(=O)),$([N+](=O)[O-])])),$(a1a([$(N(=O)(=O)),$([N+](=O)[O-])])aa([$(N(=O)(=O)),$([N+](=O)[O-])])aa1([$(N(=O)(=O)),$([N+](=O)[O-])]))]</SMARTS>
530
+ </substructure>
531
+ <substructure name="(177) trinitromethane_derivative">
532
+ <SMARTS>C([$([N+](=O)[O-]),$(N(=O)=O)])([$([N+](=O)[O-]),$(N(=O)=O)])([$([N+](=O)[O-]),$(N(=O)=O)])</SMARTS>
533
+ </substructure>
534
+ <substructure name="(178) tris_activated_aryl_ester">
535
+ <SMARTS>[$(O=[C,S]Oc1a([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])a([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])a([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])aa1),$(O=[C,S]Oc1a([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])a([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])aaa([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])1),$(O=[C,S]Oc1a([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])aa([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])a([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])a1),$(O=[C,S]Oc1a([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])aa([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])aa([$(S(=O)(=O)),F,$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O)O),$(C(=O)N)])1)]</SMARTS>
536
+ </substructure>
537
+ <substructure name="(179) trisub_bis_act_olefin">
538
+ <SMARTS>[CH;!R;!$(C-N)]=C([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O))])([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C(=O))])</SMARTS>
539
+ </substructure>
540
+ <substructure name="(180) vinyl_carbonyl_EWG">
541
+ <SMARTS>[C;!R]([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])([$(S(=O)(=O)),$(C(F)(F)(F)),$(C#N),$(N(=O)(=O)),$([N+](=O)[O-]),$(C=O)])=[C;!R]([C;!R](=O))([!$([#8]);!$([#7])])</SMARTS>
542
+ </substructure>
543
+ </BMS>