Name SMILES Num Rings Num C/N/O/S # Subs. # Purch. Biogenic Endo. In Man World Image
benzene c1ccccc1 1 6 / 0 / 0 / 0 307953437
(13.2%) 		305951887
(78.7%) 		39560
(29.2%) 		3491
(6.9%) 		17097
(17.4%) 		1624
(47.1%)
piperidine C1CCNCC1 1 5 / 1 / 0 / 0 73812730
(3.2%) 		73664293
(18.9%) 		4022
(3.0%) 		49
(0.1%) 		701
(0.7%) 		144
(4.2%)
pyrrolidine C1CCNC1 1 4 / 1 / 0 / 0 56640470
(2.4%) 		56517444
(14.5%) 		4000
(3.0%) 		562
(1.1%) 		825
(0.8%) 		79
(2.3%)
1H-pyrazole c1cn[nH]c1 1 3 / 2 / 0 / 0 56381073
(2.4%) 		56265573
(14.5%) 		944
(0.7%) 		11
(0.0%) 		87
(0.1%) 		14
(0.4%)
pyridine c1ccncc1 1 5 / 1 / 0 / 0 52743618
(2.3%) 		52519962
(13.5%) 		6077
(4.5%) 		150
(0.3%) 		549
(0.6%) 		182
(5.3%)
cyclopropane C1CC1 1 3 / 0 / 0 / 0 48261902
(2.1%) 		48147797
(12.4%) 		1014
(0.7%) 		26
(0.1%) 		273
(0.3%) 		64
(1.9%)
morpholine C1COCCN1 1 4 / 1 / 1 / 0 33730176
(1.5%) 		33657101
(8.7%) 		1602
(1.2%) 		9
(0.0%) 		152
(0.2%) 		32
(0.9%)
piperazine C1CNCCN1 1 4 / 2 / 0 / 0 30943791
(1.3%) 		30836575
(7.9%) 		1936
(1.4%) 		12
(0.0%) 		349
(0.4%) 		138
(4.0%)
cyclohexane C1CCCCC1 1 6 / 0 / 0 / 0 29599000
(1.3%) 		29479017
(7.6%) 		3984
(2.9%) 		1412
(2.8%) 		2354
(2.4%) 		155
(4.5%)
cyclopentane C1CCCC1 1 5 / 0 / 0 / 0 28911031
(1.2%) 		28871666
(7.4%) 		3897
(2.9%) 		178
(0.4%) 		362
(0.4%) 		27
(0.8%)
tetrahydrofuran C1CCOC1 1 4 / 0 / 1 / 0 24593302
(1.1%) 		24522083
(6.3%) 		3120
(2.3%) 		1496
(3.0%) 		3163
(3.2%) 		118
(3.4%)
thiazole c1cscn1 1 3 / 1 / 0 / 1 23649215
(1.0%) 		23569892
(6.1%) 		670
(0.5%) 		29
(0.1%) 		223
(0.2%) 		26
(0.8%)
thiophene c1ccsc1 1 4 / 0 / 0 / 1 22087691
(0.9%) 		22017252
(5.7%) 		1563
(1.2%) 		18
(0.0%) 		194
(0.2%) 		30
(0.9%)
1,2,4-oxadiazole c1ncon1 1 2 / 2 / 1 / 0 22055231
(0.9%) 		22040398
(5.7%) 		1760
(1.3%) 		0
(0.0%) 		10
(0.0%) 		2
(0.1%)
cyclobutane C1CCC1 1 4 / 0 / 0 / 0 21005591
(0.9%) 		20987473
(5.4%) 		692
(0.5%) 		36
(0.1%) 		88
(0.1%) 		4
(0.1%)
1H-1,2,4-triazole c1nc[nH]n1 1 2 / 3 / 0 / 0 20899397
(0.9%) 		20869397
(5.4%) 		46
(0.0%) 		2
(0.0%) 		33
(0.0%) 		17
(0.5%)
tetrahydropyran C1CCOCC1 1 5 / 0 / 1 / 0 18345481
(0.8%) 		18162968
(4.7%) 		10072
(7.4%) 		2934
(5.8%) 		12704
(12.9%) 		536
(15.5%)
pyrrolidin-2-one O=C1CCCN1 1 4 / 1 / 1 / 0 15947682
(0.7%) 		15846925
(4.1%) 		196
(0.1%) 		76
(0.2%) 		140
(0.1%) 		24
(0.7%)
furan c1ccoc1 1 4 / 0 / 1 / 0 15785057
(0.7%) 		15653828
(4.0%) 		1900
(1.4%) 		279
(0.6%) 		774
(0.8%) 		21
(0.6%)
pyrimidine c1cncnc1 1 4 / 2 / 0 / 0 12275480
(0.5%) 		12189201
(3.1%) 		1058
(0.8%) 		29
(0.1%) 		142
(0.1%) 		34
(1.0%)
imidazole c1c[nH]cn1 1 3 / 2 / 0 / 0 11700516
(0.5%) 		11646404
(3.0%) 		1156
(0.9%) 		382
(0.8%) 		459
(0.5%) 		44
(1.3%)
2H-triazole c1cn[nH]n1 1 2 / 3 / 0 / 0 8149964
(0.4%) 		8110743
(2.1%) 		852
(0.6%) 		0
(0.0%) 		5
(0.0%) 		0
(0.0%)
azepane C1CCCNCC1 1 6 / 1 / 0 / 0 7413631
(0.3%) 		7336028
(1.9%) 		96
(0.1%) 		0
(0.0%) 		37
(0.0%) 		11
(0.3%)
isoxazole c1cnoc1 1 3 / 1 / 1 / 0 6701512
(0.3%) 		6670219
(1.7%) 		2288
(1.7%) 		8
(0.0%) 		24
(0.0%) 		15
(0.4%)
quinoline c1ccc2ncccc2c1 2 9 / 1 / 0 / 0 6641906
(0.3%) 		6549334
(1.7%) 		235
(0.2%) 		28
(0.1%) 		126
(0.1%) 		33
(1.0%)
azetidine C1CNC1 1 3 / 1 / 0 / 0 6637390
(0.3%) 		6622392
(1.7%) 		55
(0.0%) 		2
(0.0%) 		38
(0.0%) 		4
(0.1%)
benzimidazole c1ccc2[nH]cnc2c1 2 7 / 2 / 0 / 0 6621809
(0.3%) 		6335004
(1.6%) 		1057
(0.8%) 		21
(0.0%) 		59
(0.1%) 		30
(0.9%)
indole c1ccc2[nH]ccc2c1 2 8 / 1 / 0 / 0 5974737
(0.3%) 		5868591
(1.5%) 		710
(0.5%) 		399
(0.8%) 		551
(0.6%) 		72
(2.1%)
piperidin-2-one O=C1CCCCN1 1 5 / 1 / 1 / 0 5803228
(0.2%) 		5799084
(1.5%) 		118
(0.1%) 		17
(0.0%) 		28
(0.0%) 		2
(0.1%)
pyrrole c1cc[nH]c1 1 4 / 1 / 0 / 0 5800582
(0.2%) 		5720785
(1.5%) 		81
(0.1%) 		49
(0.1%) 		117
(0.1%) 		12
(0.3%)
oxazole c1cocn1 1 3 / 1 / 1 / 0 5264248
(0.2%) 		5241410
(1.3%) 		78
(0.1%) 		1
(0.0%) 		82
(0.1%) 		3
(0.1%)
tetrazole c1nnn[nH]1 1 1 / 4 / 0 / 0 5013136
(0.2%) 		4388078
(1.1%) 		350
(0.3%) 		9
(0.0%) 		66
(0.1%) 		36
(1.0%)
1,2,3,4-tetrahydroisoquinoline c1ccc2c(c1)CCNC2 2 9 / 1 / 0 / 0 4590713
(0.2%) 		4450698
(1.1%) 		387
(0.3%) 		50
(0.1%) 		99
(0.1%) 		11
(0.3%)
imidazolidine-2,4-dione O=C1CNC(=O)N1 1 3 / 2 / 2 / 0 4525507
(0.2%) 		4508858
(1.2%) 		4
(0.0%) 		38
(0.1%) 		33
(0.0%) 		38
(1.1%)
naphthalene c1ccc2ccccc2c1 2 10 / 0 / 0 / 0 4365241
(0.2%) 		4307052
(1.1%) 		1360
(1.0%) 		99
(0.2%) 		237
(0.2%) 		41
(1.2%)
indane c1ccc2c(c1)CCC2 2 9 / 0 / 0 / 0 4316669
(0.2%) 		4304669
(1.1%) 		44
(0.0%) 		8
(0.0%) 		62
(0.1%) 		7
(0.2%)
pyrazine c1cnccn1 1 4 / 2 / 0 / 0 3895178
(0.2%) 		3877549
(1.0%) 		412
(0.3%) 		82
(0.2%) 		130
(0.1%) 		8
(0.2%)
2,3-dihydro-1,4-benzodioxine c1ccc2c(c1)OCCO2 2 8 / 0 / 2 / 0 3884721
(0.2%) 		3875130
(1.0%) 		137
(0.1%) 		37
(0.1%) 		102
(0.1%) 		3
(0.1%)
2,3-dihydrobenzofuran c1ccc2c(c1)CCO2 2 8 / 0 / 1 / 0 3789935
(0.2%) 		3771974
(1.0%) 		354
(0.3%) 		43
(0.1%) 		246
(0.3%) 		3
(0.1%)
1,4-diazepane C1CNCCNC1 1 5 / 2 / 0 / 0 3779021
(0.2%) 		3758821
(1.0%) 		61
(0.0%) 		0
(0.0%) 		3
(0.0%) 		7
(0.2%)
tetralin c1ccc2c(c1)CCCC2 2 10 / 0 / 0 / 0 3665521
(0.2%) 		3652226
(0.9%) 		264
(0.2%) 		50
(0.1%) 		139
(0.1%) 		11
(0.3%)
indoline c1ccc2c(c1)CCN2 2 8 / 1 / 0 / 0 3514194
(0.2%) 		3508333
(0.9%) 		127
(0.1%) 		15
(0.0%) 		28
(0.0%) 		2
(0.1%)
chromane c1ccc2c(c1)CCCO2 2 9 / 0 / 1 / 0 3457343
(0.1%) 		3439908
(0.9%) 		623
(0.5%) 		422
(0.8%) 		869
(0.9%) 		21
(0.6%)
thiolane 1,1-dioxide O=S1(=O)CCCC1 1 4 / 0 / 2 / 1 3257977
(0.1%) 		3256945
(0.8%) 		3
(0.0%) 		0
(0.0%) 		2
(0.0%) 		0
(0.0%)
1,3-benzothiazole c1ccc2scnc2c1 2 7 / 1 / 0 / 1 3112924
(0.1%) 		3094312
(0.8%) 		82
(0.1%) 		5
(0.0%) 		24
(0.0%) 		1
(0.0%)
1,3,4-thiadiazole c1nncs1 1 2 / 2 / 0 / 1 3062176
(0.1%) 		3054266
(0.8%) 		4
(0.0%) 		0
(0.0%) 		15
(0.0%) 		1
(0.0%)
benzofuran c1ccc2occc2c1 2 8 / 0 / 1 / 0 2879432
(0.1%) 		2859879
(0.7%) 		302
(0.2%) 		41
(0.1%) 		189
(0.2%) 		6
(0.2%)
1,3,4-oxadiazole c1nnco1 1 2 / 2 / 1 / 0 2790160
(0.1%) 		2780648
(0.7%) 		861
(0.6%) 		0
(0.0%) 		9
(0.0%) 		0
(0.0%)
thiomorpholine C1CSCCN1 1 4 / 1 / 0 / 1 2655021
(0.1%) 		2652763
(0.7%) 		29
(0.0%) 		0
(0.0%) 		2
(0.0%) 		0
(0.0%)
pyridazine c1ccnnc1 1 4 / 2 / 0 / 0 2638566
(0.1%) 		2633820
(0.7%) 		1
(0.0%) 		0
(0.0%) 		28
(0.0%) 		3
(0.1%)
tetrahydrothiophene C1CCSC1 1 4 / 0 / 0 / 1 2561667
(0.1%) 		2560574
(0.7%) 		0
(0.0%) 		4
(0.0%) 		16
(0.0%) 		0
(0.0%)
1,3-benzodioxole c1ccc2c(c1)OCO2 2 7 / 0 / 2 / 0 2522729
(0.1%) 		2493537
(0.6%) 		1250
(0.9%) 		93
(0.2%) 		446
(0.5%) 		8
(0.2%)
piperazin-2-one O=C1CNCCN1 1 4 / 2 / 1 / 0 2519604
(0.1%) 		2516525
(0.6%) 		0
(0.0%) 		0
(0.0%) 		2
(0.0%) 		0
(0.0%)
1H-pyridin-2-one O=c1cccc[nH]1 1 5 / 1 / 1 / 0 2491081
(0.1%) 		2480805
(0.6%) 		27
(0.0%) 		8
(0.0%) 		32
(0.0%) 		2
(0.1%)
1,2,3,4-tetrahydroquinoline c1ccc2c(c1)CCCN2 2 9 / 1 / 0 / 0 2298145
(0.1%) 		2293165
(0.6%) 		9
(0.0%) 		0
(0.0%) 		5
(0.0%) 		2
(0.1%)
imidazo[1,2-a]pyridine c1ccn2ccnc2c1 2 7 / 2 / 0 / 0 2280102
(0.1%) 		2269565
(0.6%) 		2
(0.0%) 		0
(0.0%) 		8
(0.0%) 		1
(0.0%)
cycloheptane C1CCCCCC1 1 7 / 0 / 0 / 0 1988776
(0.1%) 		1985365
(0.5%) 		13
(0.0%) 		1
(0.0%) 		3
(0.0%) 		2
(0.1%)
oxazolidin-2-one O=C1NCCO1 1 3 / 1 / 2 / 0 1984363
(0.1%) 		1979198
(0.5%) 		4
(0.0%) 		1
(0.0%) 		28
(0.0%) 		9
(0.3%)
cyclohexene C1=CCCCC1 1 6 / 0 / 0 / 0 1924871
(0.1%) 		1911343
(0.5%) 		2074
(1.5%) 		822
(1.6%) 		1117
(1.1%) 		36
(1.0%)
benzothiophene c1ccc2sccc2c1 2 8 / 0 / 0 / 1 1917954
(0.1%) 		1907775
(0.5%) 		66
(0.0%) 		4
(0.0%) 		4
(0.0%) 		6
(0.2%)
4,5,6,7-tetrahydro-2H-indazole c1[nH]nc2c1CCCC2 2 7 / 2 / 0 / 0 1890928
(0.1%) 		1888863
(0.5%) 		0
(0.0%) 		0
(0.0%) 		1
(0.0%) 		0
(0.0%)
norbornane C1CC2CCC1C2 2 7 / 0 / 0 / 0 1668977
(0.1%) 		1662742
(0.4%) 		84
(0.1%) 		71
(0.1%) 		161
(0.2%) 		14
(0.4%)
1,2,3,6-tetrahydropyridine C1=CCNCC1 1 5 / 1 / 0 / 0 1627153
(0.1%) 		1623391
(0.4%) 		10
(0.0%) 		5
(0.0%) 		16
(0.0%) 		5
(0.1%)
1H-indazole c1ccc2[nH]ncc2c1 2 7 / 2 / 0 / 0 1610035
(0.1%) 		1597694
(0.4%) 		0
(0.0%) 		0
(0.0%) 		11
(0.0%) 		5
(0.1%)
1,3-benzoxazole c1ccc2ocnc2c1 2 7 / 1 / 1 / 0 1607163
(0.1%) 		1600541
(0.4%) 		199
(0.1%) 		1
(0.0%) 		10
(0.0%) 		1
(0.0%)
1,4-oxazepane C1CNCCOC1 1 5 / 1 / 1 / 0 1458093
(0.1%) 		1457677
(0.4%) 		354
(0.3%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%)
isothiazole c1cnsc1 1 3 / 1 / 0 / 1 1448110
(0.1%) 		1446608
(0.4%) 		0
(0.0%) 		0
(0.0%) 		4
(0.0%) 		0
(0.0%)
4H-1,4-benzoxazin-3-one O=C1COc2ccccc2N1 2 8 / 1 / 2 / 0 1434527
(0.1%) 		1431697
(0.4%) 		14
(0.0%) 		51
(0.1%) 		90
(0.1%) 		3
(0.1%)
thiazolidine C1CSCN1 1 3 / 1 / 0 / 1 1403418
(0.1%) 		1397412
(0.4%) 		5
(0.0%) 		10
(0.0%) 		42
(0.0%) 		15
(0.4%)
isoindoline-1,3-dione O=C1NC(=O)c2ccccc21 2 8 / 1 / 2 / 0 1368952
(0.1%) 		1363332
(0.4%) 		26
(0.0%) 		7
(0.0%) 		7
(0.0%) 		6
(0.2%)
bicyclo[3.1.0]hexane C1CC2CC2C1 2 6 / 0 / 0 / 0 1333527
(0.1%) 		1332347
(0.3%) 		8
(0.0%) 		21
(0.0%) 		47
(0.0%) 		0
(0.0%)
norcarane C1CCC2CC2C1 2 7 / 0 / 0 / 0 1326454
(0.1%) 		1325886
(0.3%) 		11
(0.0%) 		13
(0.0%) 		21
(0.0%) 		0
(0.0%)
5,6,7,8-tetrahydroimidazo[1,2-a]pyridine c1cn2c(n1)CCCC2 2 7 / 2 / 0 / 0 1314473
(0.1%) 		1314315
(0.3%) 		0
(0.0%) 		0
(0.0%) 		1
(0.0%) 		0
(0.0%)
tetrahydrothiopyran C1CCSCC1 1 5 / 0 / 0 / 1 1299646
(0.1%) 		1291931
(0.3%) 		0
(0.0%) 		0
(0.0%) 		4
(0.0%) 		0
(0.0%)
pyrrolidine-2,5-dione O=C1CCC(=O)N1 1 4 / 1 / 2 / 0 1231294
(0.1%) 		1227978
(0.3%) 		23
(0.0%) 		0
(0.0%) 		16
(0.0%) 		2
(0.1%)
3,4-dihydro-1H-quinolin-2-one O=C1CCc2ccccc2N1 2 9 / 1 / 1 / 0 1193174
(0.1%) 		1191191
(0.3%) 		23
(0.0%) 		0
(0.0%) 		5
(0.0%) 		1
(0.0%)
isoindoline c1ccc2c(c1)CNC2 2 8 / 1 / 0 / 0 1107890
(0.0%) 		1106604
(0.3%) 		0
(0.0%) 		0
(0.0%) 		7
(0.0%) 		0
(0.0%)
1,3-dioxolane C1COCO1 1 3 / 0 / 2 / 0 1107602
(0.0%) 		1103265
(0.3%) 		20
(0.0%) 		126
(0.2%) 		206
(0.2%) 		16
(0.5%)
isoquinoline c1ccc2cnccc2c1 2 9 / 1 / 0 / 0 1088827
(0.0%) 		1082070
(0.3%) 		19
(0.0%) 		2
(0.0%) 		26
(0.0%) 		5
(0.1%)
1,4-thiazinane 1,1-dioxide O=S1(=O)CCNCC1 1 4 / 1 / 2 / 1 1063760
(0.0%) 		1062928
(0.3%) 		18
(0.0%) 		0
(0.0%) 		1
(0.0%) 		0
(0.0%)
1H-pyrazolo[3,4-b]pyridine c1cnc2[nH]ncc2c1 2 6 / 3 / 0 / 0 1048526
(0.0%) 		1042789
(0.3%) 		0
(0.0%) 		0
(0.0%) 		5
(0.0%) 		0
(0.0%)
1,2,3,3a,4,5,6,6a-octahydrocyclopenta[c]pyrrole C1CC2CNCC2C1 2 7 / 1 / 0 / 0 1044998
(0.0%) 		1044105
(0.3%) 		0
(0.0%) 		12
(0.0%) 		1
(0.0%) 		16
(0.5%)
4,5,6,7-tetrahydro-1,3-benzothiazole c1nc2c(s1)CCCC2 2 7 / 1 / 0 / 1 1031657
(0.0%) 		1030990
(0.3%) 		3
(0.0%) 		0
(0.0%) 		4
(0.0%) 		1
(0.0%)
1,2-dihydropyrrol-5-one O=C1C=CCN1 1 4 / 1 / 1 / 0 1007016
(0.0%) 		1004542
(0.3%) 		29
(0.0%) 		24
(0.0%) 		69
(0.1%) 		0
(0.0%)
imidazolidin-2-one O=C1NCCN1 1 3 / 2 / 1 / 0 994312
(0.0%) 		991367
(0.3%) 		11
(0.0%) 		1
(0.0%) 		23
(0.0%) 		5
(0.1%)
8-azabicyclo[3.2.1]octane C1CC2CCC(C1)N2 2 7 / 1 / 0 / 0 984269
(0.0%) 		971570
(0.2%) 		64
(0.0%) 		50
(0.1%) 		230
(0.2%) 		53
(1.5%)
3H-quinazolin-4-one O=c1[nH]cnc2ccccc12 2 8 / 2 / 1 / 0 967714
(0.0%) 		960151
(0.2%) 		77
(0.1%) 		7
(0.0%) 		16
(0.0%) 		2
(0.1%)
quinazoline c1ccc2ncncc2c1 2 8 / 2 / 0 / 0 957093
(0.0%) 		934081
(0.2%) 		36
(0.0%) 		0
(0.0%) 		15
(0.0%) 		7
(0.2%)
thiane 1,1-dioxide O=S1(=O)CCCCC1 1 5 / 0 / 2 / 1 919629
(0.0%) 		919224
(0.2%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%)
[1,2,4]triazolo[4,3-a]pyridine c1ccn2cnnc2c1 2 6 / 3 / 0 / 0 917344
(0.0%) 		916098
(0.2%) 		0
(0.0%) 		0
(0.0%) 		1
(0.0%) 		0
(0.0%)
5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine c1nnc2n1CCCC2 2 6 / 3 / 0 / 0 902498
(0.0%) 		902309
(0.2%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%) 		1
(0.0%)
cyclopentene C1=CCCC1 1 5 / 0 / 0 / 0 900501
(0.0%) 		896588
(0.2%) 		414
(0.3%) 		52
(0.1%) 		85
(0.1%) 		2
(0.1%)
thieno[2,3-d]pyrimidine c1ncc2ccsc2n1 2 6 / 2 / 0 / 1 890038
(0.0%) 		886970
(0.2%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%)
3,4-dihydro-2H-1,4-benzoxazine c1ccc2c(c1)NCCO2 2 8 / 1 / 1 / 0 885272
(0.0%) 		883948
(0.2%) 		2
(0.0%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%)
1,2-thiazolidine 1,1-dioxide O=S1(=O)CCCN1 1 3 / 1 / 2 / 1 881495
(0.0%) 		880382
(0.2%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%)
spiro[3.3]heptane C1CC2(C1)CCC2 2 7 / 0 / 0 / 0 865593
(0.0%) 		865330
(0.2%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%)
7-oxabicyclo[2.2.1]heptane C1CC2CCC1O2 2 6 / 0 / 1 / 0 855146
(0.0%) 		852623
(0.2%) 		6
(0.0%) 		18
(0.0%) 		73
(0.1%) 		0
(0.0%)
adamantane C1C2CC3CC1CC(C2)C3 4 10 / 0 / 0 / 0 813964
(0.0%) 		802333
(0.2%) 		19
(0.0%) 		0
(0.0%) 		23
(0.0%) 		14
(0.4%)
5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine c1nc2n(n1)CCCC2 2 6 / 3 / 0 / 0 810480
(0.0%) 		810418
(0.2%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%) 		0
(0.0%)
4,5,6,7-tetrahydrothieno[3,2-c]pyridine c1cc2c(s1)CCNC2 2 7 / 1 / 0 / 1 785975
(0.0%) 		785382
(0.2%) 		0
(0.0%) 		5
(0.0%) 		0
(0.0%) 		5
(0.1%)