rdworks 0.25.7__py3-none-any.whl

This diff represents the content of publicly available package versions that have been released to one of the supported registries. The information contained in this diff is provided for informational purposes only and reflects changes between package versions as they appear in their respective public registries.
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/MLSMR.xml ADDED
@@ -0,0 +1,351 @@
1
+ <?xml version="1.0" ?>
2
+ <MLSMR>
3
+ <substructure name="(1) anhydride">
4
+ <SMARTS>C(=O)OC(=O)</SMARTS>
5
+ </substructure>
6
+ <substructure name="(2) pentafluorophenyl ester">
7
+ <SMARTS>C(=O)Oc1c(F)c(F)c(F)c(F)c1(F)</SMARTS>
8
+ </substructure>
9
+ <substructure name="(3) p-nitrophenyl ester">
10
+ <SMARTS>C(=O)Oc1ccc([N+]([O-])=O)cc1</SMARTS>
11
+ </substructure>
12
+ <substructure name="(4) any carbazide">
13
+ <SMARTS>O=*N=[N+]=[N-]</SMARTS>
14
+ </substructure>
15
+ <substructure name="(5) HOBT ester">
16
+ <SMARTS>C(=O)Onnn</SMARTS>
17
+ </substructure>
18
+ <substructure name="(6) aromatic azide">
19
+ <SMARTS>cN=[N+]=[N-]</SMARTS>
20
+ </substructure>
21
+ <substructure name="(7) imine2">
22
+ <SMARTS>[#6,#8,#16]-[CH1]=[NH1]</SMARTS>
23
+ </substructure>
24
+ <substructure name="(8) sulfonyl cyanide">
25
+ <SMARTS>S(=O)(=O)C#N</SMARTS>
26
+ </substructure>
27
+ <substructure name="(9) azocyanamide">
28
+ <SMARTS>[N;R0]=[N;R0]C#N</SMARTS>
29
+ </substructure>
30
+ <substructure name="(10) cyanohydrin">
31
+ <SMARTS>N#CC[OH]</SMARTS>
32
+ </substructure>
33
+ <substructure name="(11) acyl cyanide">
34
+ <SMARTS>N#CC(=O)</SMARTS>
35
+ </substructure>
36
+ <substructure name="(12) acid halide">
37
+ <SMARTS>[S,C](=[O,S])[F,Br,Cl,I]</SMARTS>
38
+ </substructure>
39
+ <substructure name="(13) chloramidine">
40
+ <SMARTS>[Cl]C([C&amp;R0])=N</SMARTS>
41
+ </substructure>
42
+ <substructure name="(14) P/S halide">
43
+ <SMARTS>[P,S][F,Cl,Br,I]</SMARTS>
44
+ </substructure>
45
+ <substructure name="(15) quaternary">
46
+ <SMARTS>[C+,Cl+,I+,P+,S+]</SMARTS>
47
+ </substructure>
48
+ <substructure name="(16) unacceptable atoms">
49
+ <SMARTS>[!#6;!#7;!#8;!#16;!#1;!#3;!#9;!#11;!#12;!#15;!#17;!#19;!#20;!#30;!#35]</SMARTS>
50
+ </substructure>
51
+ <substructure name="(17) triacyloxime">
52
+ <SMARTS>C(=O)N(C(=O))OC(=O)</SMARTS>
53
+ </substructure>
54
+ <substructure name="(18) b-carbonyl quaternary nitrogen">
55
+ <SMARTS>C(=O)CC[N+,n+]</SMARTS>
56
+ </substructure>
57
+ <substructure name="(19) benzylic quaternary nitrogen">
58
+ <SMARTS>cC[N+]</SMARTS>
59
+ </substructure>
60
+ <substructure name="(20) phosphorane">
61
+ <SMARTS>C=P</SMARTS>
62
+ </substructure>
63
+ <substructure name="(21) Lawesson reagent derivatives">
64
+ <SMARTS>P(=S)(S)S</SMARTS>
65
+ </substructure>
66
+ <substructure name="(22) cyanophosphonate">
67
+ <SMARTS>P(OCC)(OCC)(=O)C#N</SMARTS>
68
+ </substructure>
69
+ <substructure name="(23) sulfonate">
70
+ <SMARTS>COS(=O)(=O)[C,c]</SMARTS>
71
+ </substructure>
72
+ <substructure name="(24) Heteroaryl sulfonate">
73
+ <SMARTS>a-S(=O)(=O)-O[$([a&amp;!#6]),$(c[a&amp;!#6]),$(cc[a&amp;!#6]),$(ccc[a&amp;!#6]),$(cccc[a&amp;!#6]),$(ccccc[a&amp;!#6])]</SMARTS>
74
+ </substructure>
75
+ <substructure name="(25) sulfate ester">
76
+ <SMARTS>COS(=O)O[C,c]</SMARTS>
77
+ </substructure>
78
+ <substructure name="(26) triflate">
79
+ <SMARTS>OS(=O)(=O)C(F)(F)F</SMARTS>
80
+ </substructure>
81
+ <substructure name="(27) polyacidic">
82
+ <SMARTS>[C,S,P](=O)[OH].[C,S,P](=O)[OH].[C,S,P](=O)[OH].[C,S,P](=O)[OH]</SMARTS>
83
+ </substructure>
84
+ <substructure name="(28) Sulfonic acid">
85
+ <SMARTS>[OH]-S(=O)(=O)-*</SMARTS>
86
+ </substructure>
87
+ <substructure name="(29) thiol">
88
+ <SMARTS>[SH]</SMARTS>
89
+ </substructure>
90
+ <substructure name="(30) benzhydrol">
91
+ <SMARTS>[OH1]-C(-c1ccccc1)c2ccccc2</SMARTS>
92
+ </substructure>
93
+ <substructure name="(31) dihydroxybenzene">
94
+ <SMARTS>[OH1]c1ccc([OH1])cc1</SMARTS>
95
+ </substructure>
96
+ <substructure name="(32) 2,3,4trihydroxyphenyl">
97
+ <SMARTS>c([OH])c([OH])c([OH])</SMARTS>
98
+ </substructure>
99
+ <substructure name="(33) 2,4,5trihydroxyphenyl">
100
+ <SMARTS>c([OH])c([OH])cc([OH])</SMARTS>
101
+ </substructure>
102
+ <substructure name="(34) allene">
103
+ <SMARTS>*=C=*</SMARTS>
104
+ </substructure>
105
+ <substructure name="(35) Azide">
106
+ <SMARTS>N=N=N</SMARTS>
107
+ </substructure>
108
+ <substructure name="(36) azoalkanal">
109
+ <SMARTS>[N;R0]=[N;R0]CC=O</SMARTS>
110
+ </substructure>
111
+ <substructure name="(37) hydrazothiourea">
112
+ <SMARTS>N=NC(=S)N</SMARTS>
113
+ </substructure>
114
+ <substructure name="(38) Azo">
115
+ <SMARTS>N=N</SMARTS>
116
+ </substructure>
117
+ <substructure name="(39) aldehyde">
118
+ <SMARTS>[#6]-[CH1]=O</SMARTS>
119
+ </substructure>
120
+ <substructure name="(40) hemiacetal">
121
+ <SMARTS>[#6]-O[CH1](-[#6])[OH1]</SMARTS>
122
+ </substructure>
123
+ <substructure name="(41) acetal">
124
+ <SMARTS>[#6]-O[CH1](-[#6])O-[#6]</SMARTS>
125
+ </substructure>
126
+ <substructure name="(42) Ketone">
127
+ <SMARTS>[#6]-C(=O)-[#6]</SMARTS>
128
+ </substructure>
129
+ <substructure name="(43) Ester">
130
+ <SMARTS>[#6]-C(=O)O-[#6]</SMARTS>
131
+ </substructure>
132
+ <substructure name="(44) imine 1">
133
+ <SMARTS>[#6,#8,#16]-C(=[NH1])[#6,#8,#16]</SMARTS>
134
+ </substructure>
135
+ <substructure name="(45) Imine 3">
136
+ <SMARTS>C=[NH]</SMARTS>
137
+ </substructure>
138
+ <substructure name="(46) thioketone">
139
+ <SMARTS>CC(=S)C</SMARTS>
140
+ </substructure>
141
+ <substructure name="(47) thioester">
142
+ <SMARTS>C[O,S;R0][C;R0](=S)</SMARTS>
143
+ </substructure>
144
+ <substructure name="(48) thionoester">
145
+ <SMARTS>COC(=S)C</SMARTS>
146
+ </substructure>
147
+ <substructure name="(49) thioamide">
148
+ <SMARTS>CC(=S)N</SMARTS>
149
+ </substructure>
150
+ <substructure name="(50) thiourea">
151
+ <SMARTS>NC(=S)N</SMARTS>
152
+ </substructure>
153
+ <substructure name="(51) nitroso">
154
+ <SMARTS>[N&amp;D2](=O)</SMARTS>
155
+ </substructure>
156
+ <substructure name="(52) long chain hydrocarbon">
157
+ <SMARTS>[CD2;R0][CD2;R0][CD2;R0][CD2;R0][CD2;R0][CD2;R0]</SMARTS>
158
+ </substructure>
159
+ <substructure name="(53) Long aliphatic chain">
160
+ <SMARTS>[N,C,S,O]-&amp;!@[N,C,S,O]-&amp;!@[N,C,S,O]-&amp;!@[N,C,S,O]-&amp;!@[N,C,S,O]-&amp;!@[N,C,S,O]-&amp;!@[N,C,S,O]</SMARTS>
161
+ </substructure>
162
+ <substructure name="(54) Unbranched chain">
163
+ <SMARTS>[$([A&amp;D2]),$([A&amp;D1])]!@[A&amp;D2]!@[A&amp;D2]!@[A&amp;D2]!@[A&amp;D2]!@[$([A&amp;D2]),$([A&amp;D1])]</SMARTS>
164
+ </substructure>
165
+ <substructure name="(55) polyene">
166
+ <SMARTS>C=CC=CC=CC=C</SMARTS>
167
+ </substructure>
168
+ <substructure name="(56) Dye 25">
169
+ <SMARTS>acC=&amp;!@Cca</SMARTS>
170
+ </substructure>
171
+ <substructure name="(57) isonitrile">
172
+ <SMARTS>[N+]#[C-]</SMARTS>
173
+ </substructure>
174
+ <substructure name="(58) thiocyanate">
175
+ <SMARTS>SC#N</SMARTS>
176
+ </substructure>
177
+ <substructure name="(59) cyanamide">
178
+ <SMARTS>N[CH2]C#N</SMARTS>
179
+ </substructure>
180
+ <substructure name="(60) Dye 16 (1)">
181
+ <SMARTS>c([N+](=O)[O-])</SMARTS>
182
+ </substructure>
183
+ <substructure name="(61) nitro aromatic 2+">
184
+ <SMARTS>a-[N+](=O)[O-].a-[N+](=O)[O-]</SMARTS>
185
+ </substructure>
186
+ <substructure name="(62) Dye 29">
187
+ <SMARTS>O=[N+](-[O-])-caac-[$(N(C)C),$([NH]C),$([NH2])]</SMARTS>
188
+ </substructure>
189
+ <substructure name="(63) Dye 1 (1)">
190
+ <SMARTS>c1cccc(C(=O)[C,c]([#7])=,:[C,c]([#7])C2(=O))c12</SMARTS>
191
+ </substructure>
192
+ <substructure name="(64) Dye 7">
193
+ <SMARTS>N=C1[#6]:,=[#6]C(=[C,N])[#6]:,=[#6]1</SMARTS>
194
+ </substructure>
195
+ <substructure name="(65) Dye 11">
196
+ <SMARTS>*=,:[#6]C([#6]=,:*)[#6]=,:*</SMARTS>
197
+ </substructure>
198
+ <substructure name="(66) Dye 9">
199
+ <SMARTS>ac-*=&amp;!@*-&amp;!@C(=O)-&amp;!@ca</SMARTS>
200
+ </substructure>
201
+ <substructure name="(67) Dye 32">
202
+ <SMARTS>c1cccc2C(=O)C(C:,=*)C(=O)c12</SMARTS>
203
+ </substructure>
204
+ <substructure name="(68) Dye 6">
205
+ <SMARTS>c12cccc(C(=O)C(ca)C(=O)3)c2c3ccc1</SMARTS>
206
+ </substructure>
207
+ <substructure name="(69) Dye 22">
208
+ <SMARTS>NS(=O)(=O)c1cccc([#7])c1</SMARTS>
209
+ </substructure>
210
+ <substructure name="(70) Dye 2">
211
+ <SMARTS>OCccCO</SMARTS>
212
+ </substructure>
213
+ <substructure name="(71) Dye 26">
214
+ <SMARTS>c1ccccc1-n2nnnc2[CH2]*</SMARTS>
215
+ </substructure>
216
+ <substructure name="(72) alkyl halide">
217
+ <SMARTS>[Br,Cl,I][CX4,CH,CH2,CH3]</SMARTS>
218
+ </substructure>
219
+ <substructure name="(73) Perhalo_ketone">
220
+ <SMARTS>O=CC(-[F,Cl,Br,I])([F,Cl,Br,I])-[F,Cl,Br,I]</SMARTS>
221
+ </substructure>
222
+ <substructure name="(74) Beta halo carbonyl">
223
+ <SMARTS>O=CCC[F,Cl,Br,I]</SMARTS>
224
+ </substructure>
225
+ <substructure name="(75) 4-halopyridine">
226
+ <SMARTS>[F,Cl,Br][c]1:[c,n]:[c,n]:[n]:[c,n]:[c,n]1</SMARTS>
227
+ </substructure>
228
+ <substructure name="(76) 2-halopyridine">
229
+ <SMARTS>[F,Cl,Br][c]1:[c,n]:[c,n]:[c,n]:[c,n]:[n]1</SMARTS>
230
+ </substructure>
231
+ <substructure name="(77) Hetero_hetero">
232
+ <SMARTS>*[N,S,O]-&amp;!@[N,S,O][#6]</SMARTS>
233
+ </substructure>
234
+ <substructure name="(78) peroxide">
235
+ <SMARTS>OO</SMARTS>
236
+ </substructure>
237
+ <substructure name="(79) disulfide">
238
+ <SMARTS>SS</SMARTS>
239
+ </substructure>
240
+ <substructure name="(80) hydrazine">
241
+ <SMARTS>[#6]-[NH]-[NH]-[#6]</SMARTS>
242
+ </substructure>
243
+ <substructure name="(81) acyl hydrazine">
244
+ <SMARTS>[N;R0][N;R0]C(=O)</SMARTS>
245
+ </substructure>
246
+ <substructure name="(82) vinyl michael acceptor1">
247
+ <SMARTS>[#6]-[CH1]=C-C(=O)[#6,#7,#8]</SMARTS>
248
+ </substructure>
249
+ <substructure name="(83) vinyl michael acceptor2">
250
+ <SMARTS>[CH2]=C-C(=O)[#6,#7,#8]</SMARTS>
251
+ </substructure>
252
+ <substructure name="(84) michael acceptor 5">
253
+ <SMARTS>N#CC(=C)C#N</SMARTS>
254
+ </substructure>
255
+ <substructure name="(85) Michael acceptor 6">
256
+ <SMARTS>[#6,#7]-&amp;!@[#6](=&amp;!@[CH])-&amp;!@C(=O)-&amp;!@[C,N,O,S]</SMARTS>
257
+ </substructure>
258
+ <substructure name="(86) alkynyl michael acceptor1">
259
+ <SMARTS>[#6]-C#CC(=O)[#6,#7,#8]</SMARTS>
260
+ </substructure>
261
+ <substructure name="(87) alkynyl michael acceptor2">
262
+ <SMARTS>[CH1]#CC(=O)-[#6,#7,#8]</SMARTS>
263
+ </substructure>
264
+ <substructure name="(88) nitroalkane">
265
+ <SMARTS>C[N+](=O)[O-]</SMARTS>
266
+ </substructure>
267
+ <substructure name="(89) crown ether">
268
+ <SMARTS>[O;R1][C;R1][C;R1][O;R1][C;R1][C;R1][O;R1]</SMARTS>
269
+ </substructure>
270
+ <substructure name="(90) nitrate">
271
+ <SMARTS>[#6]-O-[N+](=O)[O-]</SMARTS>
272
+ </substructure>
273
+ <substructure name="(91) Oxalyl">
274
+ <SMARTS>O=C-&amp;!@C=O</SMARTS>
275
+ </substructure>
276
+ <substructure name="(92) Dipeptide">
277
+ <SMARTS>*-C(=O)-&amp;!@[NH]-C-&amp;!@C(=O)-&amp;!@[NH]-*</SMARTS>
278
+ </substructure>
279
+ <substructure name="(93) quaternary nitroxy">
280
+ <SMARTS>C[N+](-[O-])(C)C</SMARTS>
281
+ </substructure>
282
+ <substructure name="(94) Triphenylphosphine">
283
+ <SMARTS>a-P(-a)-a</SMARTS>
284
+ </substructure>
285
+ <substructure name="(95) Phosphoric acid">
286
+ <SMARTS>[OH]-P(=O)(-O)-*</SMARTS>
287
+ </substructure>
288
+ <substructure name="(96) Phosphoric ester">
289
+ <SMARTS>COP(=O)(-*)O</SMARTS>
290
+ </substructure>
291
+ <substructure name="(97) di/triphosphate">
292
+ <SMARTS>P(=O)([OH])OP(=O)[OH]</SMARTS>
293
+ </substructure>
294
+ <substructure name="(98) tri phosphoric esters">
295
+ <SMARTS>[#6]OP(=O)(*)O[#6].[#6]OP(=O)(*)O[#6].[#6]OP(=O)(*)O[#6]</SMARTS>
296
+ </substructure>
297
+ <substructure name="(99) phosphoramide">
298
+ <SMARTS>NP(=O)(N)N</SMARTS>
299
+ </substructure>
300
+ <substructure name="(100) Phenalene">
301
+ <SMARTS>c1(c)c2c(c)cccc2ccc1</SMARTS>
302
+ </substructure>
303
+ <substructure name="(101) (poly(azo(anthracene))">
304
+ <SMARTS>c12:[c,n]:[c,n]:[c,n]:[c,n]:c1[c,n]c3:[c,n]:[c,n]:[c,n]:[c,n]:c3[c,n]2</SMARTS>
305
+ </substructure>
306
+ <substructure name="(102) (poly(azo(phenanthrene))">
307
+ <SMARTS>c12:[c,n]:[c,n]:[c,n]:[c,n]:c1:[c,n]:[c,n]:c3:[c,n]:[c,n]:[c,n]:[c,n]:c23</SMARTS>
308
+ </substructure>
309
+ <substructure name="(103) Dye 31">
310
+ <SMARTS>a1aaac2ac3acac4aaac(c34)c12</SMARTS>
311
+ </substructure>
312
+ <substructure name="(104) Dye 4">
313
+ <SMARTS>c12ccccc1C(=O)c3ccccc3C2=O</SMARTS>
314
+ </substructure>
315
+ <substructure name="(105) Dye 8">
316
+ <SMARTS>c12cccc(C(=O)N(-&amp;!@C)C(=O)3)c2c3ccc1</SMARTS>
317
+ </substructure>
318
+ <substructure name="(106) epoxide, aziridine, thioepoxide">
319
+ <SMARTS>C1[O,S,N]C1</SMARTS>
320
+ </substructure>
321
+ <substructure name="(107) propiolactone">
322
+ <SMARTS>C1(=O)OCC1</SMARTS>
323
+ </substructure>
324
+ <substructure name="(108) b-lactam">
325
+ <SMARTS>N1CCC1=O</SMARTS>
326
+ </substructure>
327
+ <substructure name="(109) cycloheximide">
328
+ <SMARTS>O=C1CCCC(N1)=O</SMARTS>
329
+ </substructure>
330
+ <substructure name="(110) aromatic Sulfonic ester">
331
+ <SMARTS>[#6,#7]-S(=O)(=O)Oc</SMARTS>
332
+ </substructure>
333
+ <substructure name="(111) quinone">
334
+ <SMARTS>[$([o,n]=c1ccc(=[o,n])cc1),$([O,N]=C1C=CC(=[O,N])C=C1),$([O,N]=C1[#6]:,=[#6]C(=[O,N])[#6]:,=[#6]1)]</SMARTS>
335
+ </substructure>
336
+ <substructure name="(112) saponin">
337
+ <SMARTS>O1CCCCC1OC2CCC3CCCCC3C2</SMARTS>
338
+ </substructure>
339
+ <substructure name="(113) monensin">
340
+ <SMARTS>O1CCCCC1C2CCCO2</SMARTS>
341
+ </substructure>
342
+ <substructure name="(114) squalestatin">
343
+ <SMARTS>C12OCCC(O1)CC2</SMARTS>
344
+ </substructure>
345
+ <substructure name="(115) cyanidin">
346
+ <SMARTS>[OH]c1cc([OH])cc2=[O+]C(=C([OH])Cc21)c3cc([OH])c([OH])cc3</SMARTS>
347
+ </substructure>
348
+ <substructure name="(116) cytochalasin">
349
+ <SMARTS>O=C1NCC2CCCCC21</SMARTS>
350
+ </substructure>
351
+ </MLSMR>