Name SMILES Num Rings Num C/N/O/S # Subs. # Purch. Biogenic Endo. In Man World Image
benzene c1ccccc1 1 6 / 0 / 0 / 0 240636710
(46.6%)
239172731
(184.8%)
39635
(8.9%)
3482
(7.4%)
19778
(20.0%)
923
(37.5%)
piperidine C1CCNCC1 1 5 / 1 / 0 / 0 52864779
(10.2%)
52740243
(40.8%)
3646
(0.8%)
49
(0.1%)
802
(0.8%)
92
(3.7%)
pyrrolidine C1CCNC1 1 4 / 1 / 0 / 0 40104171
(7.8%)
39962315
(30.9%)
4177
(0.9%)
562
(1.2%)
1022
(1.0%)
56
(2.3%)
pyridine c1ccncc1 1 5 / 1 / 0 / 0 35478236
(6.9%)
38715651
(29.9%)
6032
(1.4%)
150
(0.3%)
727
(0.7%)
78
(3.2%)
1H-pyrazole c1cn[nH]c1 1 3 / 2 / 0 / 0 33735161
(6.5%)
33695222
(26.0%)
893
(0.2%)
2
(0.0%)
99
(0.1%)
6
(0.2%)
cyclopropane C1CC1 1 3 / 0 / 0 / 0 31538908
(6.1%)
31479150
(24.3%)
1019
(0.2%)
26
(0.1%)
333
(0.3%)
37
(1.5%)
morpholine C1COCCN1 1 4 / 1 / 1 / 0 20094299
(3.9%)
20044203
(15.5%)
1702
(0.4%)
9
(0.0%)
171
(0.2%)
27
(1.1%)
piperazine C1CNCCN1 1 4 / 2 / 0 / 0 19747950
(3.8%)
19658649
(15.2%)
2056
(0.5%)
11
(0.0%)
431
(0.4%)
81
(3.3%)
cyclohexane C1CCCCC1 1 6 / 0 / 0 / 0 19738655
(3.8%)
19518505
(15.1%)
4077
(0.9%)
1404
(3.0%)
2513
(2.5%)
92
(3.7%)
thiazole c1cscn1 1 3 / 1 / 0 / 1 17868750
(3.5%)
17821780
(13.8%)
651
(0.1%)
29
(0.1%)
241
(0.2%)
18
(0.7%)
thiophene c1ccsc1 1 4 / 0 / 0 / 1 16519824
(3.2%)
16476003
(12.7%)
1516
(0.3%)
18
(0.0%)
206
(0.2%)
26
(1.1%)
cyclopentane C1CCCC1 1 5 / 0 / 0 / 0 14671439
(2.8%)
14640049
(11.3%)
3605
(0.8%)
137
(0.3%)
345
(0.3%)
14
(0.6%)
1,2,4-oxadiazole c1ncon1 1 2 / 2 / 1 / 0 14608124
(2.8%)
14599429
(11.3%)
1820
(0.4%)
0
(0.0%)
13
(0.0%)
2
(0.1%)
tetrahydrofuran C1CCOC1 1 4 / 0 / 1 / 0 14550598
(2.8%)
14481028
(11.2%)
2961
(0.7%)
1473
(3.1%)
3890
(3.9%)
47
(1.9%)
1H-1,2,4-triazole c1nc[nH]n1 1 2 / 3 / 0 / 0 13128038
(2.5%)
13109550
(10.1%)
41
(0.0%)
2
(0.0%)
47
(0.0%)
8
(0.3%)
tetrahydropyran C1CCOCC1 1 5 / 0 / 1 / 0 12447873
(2.4%)
12317168
(9.5%)
10780
(2.4%)
2910
(6.2%)
14787
(14.9%)
113
(4.6%)
furan c1ccoc1 1 4 / 0 / 1 / 0 12036821
(2.3%)
11993566
(9.3%)
2023
(0.5%)
278
(0.6%)
902
(0.9%)
14
(0.6%)
cyclobutane C1CCC1 1 4 / 0 / 0 / 0 9904145
(1.9%)
9891357
(7.6%)
719
(0.2%)
8
(0.0%)
102
(0.1%)
4
(0.2%)
pyrrolidin-2-one O=C1CCCN1 1 4 / 1 / 1 / 0 8869553
(1.7%)
8855002
(6.8%)
196
(0.0%)
55
(0.1%)
198
(0.2%)
8
(0.3%)
pyrimidine c1cncnc1 1 4 / 2 / 0 / 0 8157667
(1.6%)
8088831
(6.3%)
1155
(0.3%)
25
(0.1%)
174
(0.2%)
15
(0.6%)
imidazole c1c[nH]cn1 1 3 / 2 / 0 / 0 7490173
(1.4%)
7445052
(5.8%)
1176
(0.3%)
382
(0.8%)
510
(0.5%)
38
(1.5%)
pyrrole c1cc[nH]c1 1 4 / 1 / 0 / 0 4541249
(0.9%)
4526109
(3.5%)
129
(0.0%)
46
(0.1%)
146
(0.1%)
3
(0.1%)
isoxazole c1cnoc1 1 3 / 1 / 1 / 0 4290183
(0.8%)
4260305
(3.3%)
2531
(0.6%)
8
(0.0%)
38
(0.0%)
6
(0.2%)
indole c1cc2ccccc2[nH]1 2 8 / 1 / 0 / 0 4218505
(0.8%)
4160298
(3.2%)
667
(0.1%)
395
(0.8%)
650
(0.7%)
29
(1.2%)
2H-triazole c1cn[nH]n1 1 2 / 3 / 0 / 0 4139539
(0.8%)
4121323
(3.2%)
934
(0.2%)
0
(0.0%)
7
(0.0%)
0
(0.0%)
benzimidazole c1nc2ccccc2[nH]1 2 7 / 2 / 0 / 0 4048706
(0.8%)
4024414
(3.1%)
869
(0.2%)
19
(0.0%)
90
(0.1%)
11
(0.4%)
oxazole c1cocn1 1 3 / 1 / 1 / 0 3594754
(0.7%)
3574504
(2.8%)
43
(0.0%)
1
(0.0%)
85
(0.1%)
3
(0.1%)
piperidin-2-one O=C1CCCCN1 1 5 / 1 / 1 / 0 3536221
(0.7%)
3533526
(2.7%)
190
(0.0%)
11
(0.0%)
37
(0.0%)
0
(0.0%)
quinoline c1ccc2ncccc2c1 2 9 / 1 / 0 / 0 3491247
(0.7%)
3456510
(2.7%)
219
(0.0%)
21
(0.0%)
138
(0.1%)
29
(1.2%)
azepane C1CCCNCC1 1 6 / 1 / 0 / 0 3469210
(0.7%)
3459812
(2.7%)
133
(0.0%)
0
(0.0%)
39
(0.0%)
8
(0.3%)
azetidine C1CNC1 1 3 / 1 / 0 / 0 3433944
(0.7%)
3420747
(2.6%)
57
(0.0%)
2
(0.0%)
45
(0.0%)
3
(0.1%)
indane c1ccc2c(c1)CCC2 2 9 / 0 / 0 / 0 2750079
(0.5%)
2733666
(2.1%)
35
(0.0%)
8
(0.0%)
68
(0.1%)
4
(0.2%)
1,2,3,4-tetrahydroisoquinoline c1ccc2c(c1)CCNC2 2 9 / 1 / 0 / 0 2744194
(0.5%)
2731590
(2.1%)
361
(0.1%)
34
(0.1%)
102
(0.1%)
8
(0.3%)
2,3-dihydrobenzofuran c1ccc2c(c1)CCO2 2 8 / 0 / 1 / 0 2691988
(0.5%)
2686859
(2.1%)
383
(0.1%)
43
(0.1%)
281
(0.3%)
3
(0.1%)
naphthalene c1ccc2ccccc2c1 2 10 / 0 / 0 / 0 2685921
(0.5%)
2640458
(2.0%)
1333
(0.3%)
19
(0.0%)
272
(0.3%)
18
(0.7%)
tetrazole c1nnn[nH]1 1 1 / 4 / 0 / 0 2676025
(0.5%)
2662130
(2.1%)
393
(0.1%)
9
(0.0%)
80
(0.1%)
25
(1.0%)
imidazolidine-2,4-dione O=C1CNC(=O)N1 1 3 / 2 / 2 / 0 2619876
(0.5%)
2616862
(2.0%)
4
(0.0%)
37
(0.1%)
69
(0.1%)
3
(0.1%)
1,4-diazepane C1CNCCNC1 1 5 / 2 / 0 / 0 2600192
(0.5%)
2596192
(2.0%)
27
(0.0%)
0
(0.0%)
6
(0.0%)
4
(0.2%)
2,3-dihydro-1,4-benzodioxine c1ccc2c(c1)OCCO2 2 8 / 0 / 2 / 0 2404734
(0.5%)
2398851
(1.9%)
133
(0.0%)
9
(0.0%)
116
(0.1%)
3
(0.1%)
indoline c1ccc2c(c1)CCN2 2 8 / 1 / 0 / 0 2397595
(0.5%)
2393481
(1.8%)
135
(0.0%)
15
(0.0%)
33
(0.0%)
0
(0.0%)
tetralin c1ccc2c(c1)CCCC2 2 10 / 0 / 0 / 0 2278744
(0.4%)
2268625
(1.8%)
271
(0.1%)
0
(0.0%)
165
(0.2%)
3
(0.1%)
benzofuran c1cc2ccccc2o1 2 8 / 0 / 1 / 0 2218400
(0.4%)
2209453
(1.7%)
321
(0.1%)
41
(0.1%)
207
(0.2%)
5
(0.2%)
1,3-benzodioxole c1ccc2c(c1)OCO2 2 7 / 0 / 2 / 0 2089531
(0.4%)
2065101
(1.6%)
1185
(0.3%)
92
(0.2%)
471
(0.5%)
5
(0.2%)
1,3,4-oxadiazole c1nnco1 1 2 / 2 / 1 / 0 2089414
(0.4%)
2083118
(1.6%)
876
(0.2%)
0
(0.0%)
9
(0.0%)
0
(0.0%)
1,3,4-thiadiazole c1nncs1 1 2 / 2 / 0 / 1 2035231
(0.4%)
2029240
(1.6%)
8
(0.0%)
0
(0.0%)
15
(0.0%)
1
(0.0%)
1,3-benzothiazole c1nc2ccccc2s1 2 7 / 1 / 0 / 1 1979907
(0.4%)
1968589
(1.5%)
86
(0.0%)
1
(0.0%)
26
(0.0%)
2
(0.1%)
pyrazine c1cnccn1 1 4 / 2 / 0 / 0 1955238
(0.4%)
1942209
(1.5%)
455
(0.1%)
14
(0.0%)
138
(0.1%)
4
(0.2%)
chromane c1ccc2c(c1)CCCO2 2 9 / 0 / 1 / 0 1916769
(0.4%)
1899888
(1.5%)
683
(0.2%)
161
(0.3%)
1018
(1.0%)
16
(0.7%)
1,2-dihydropyrazol-3-imine N=c1cc[nH][nH]1 1 3 / 3 / 0 / 0 1820728
(0.4%)
1820569
(1.4%)
0
(0.0%)
0
(0.0%)
1
(0.0%)
0
(0.0%)
thiolane 1,1-dioxide O=S1(=O)CCCC1 1 4 / 0 / 2 / 1 1773994
(0.3%)
1773515
(1.4%)
0
(0.0%)
0
(0.0%)
2
(0.0%)
0
(0.0%)
thiomorpholine C1CSCCN1 1 4 / 1 / 0 / 1 1759000
(0.3%)
1757803
(1.4%)
33
(0.0%)
0
(0.0%)
4
(0.0%)
0
(0.0%)
piperazin-2-one O=C1CNCCN1 1 4 / 2 / 1 / 0 1753864
(0.3%)
1751319
(1.4%)
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 1625733
(0.3%)
1617841
(1.3%)
28
(0.0%)
2
(0.0%)
37
(0.0%)
3
(0.1%)
pyridazine c1ccnnc1 1 4 / 2 / 0 / 0 1377374
(0.3%)
1373599
(1.1%)
2
(0.0%)
0
(0.0%)
30
(0.0%)
4
(0.2%)
tetrahydrothiophene C1CCSC1 1 4 / 0 / 0 / 1 1367437
(0.3%)
1366401
(1.1%)
0
(0.0%)
0
(0.0%)
16
(0.0%)
0
(0.0%)
imidazo[1,2-a]pyridine c1cn2ccccc2n1 2 7 / 2 / 0 / 0 1311212
(0.3%)
1305050
(1.0%)
1
(0.0%)
0
(0.0%)
9
(0.0%)
1
(0.0%)
norbornane C1CC2CCC1C2 2 7 / 0 / 0 / 0 1307180
(0.3%)
1302201
(1.0%)
98
(0.0%)
71
(0.2%)
169
(0.2%)
14
(0.6%)
1,2,3,4-tetrahydroquinoline c1ccc2c(c1)CCCN2 2 9 / 1 / 0 / 0 1304187
(0.3%)
1300856
(1.0%)
3
(0.0%)
0
(0.0%)
6
(0.0%)
2
(0.1%)
1,3-benzoxazole c1nc2ccccc2o1 2 7 / 1 / 1 / 0 1264919
(0.2%)
1260085
(1.0%)
201
(0.0%)
1
(0.0%)
11
(0.0%)
1
(0.0%)
cycloheptane C1CCCCCC1 1 7 / 0 / 0 / 0 1205678
(0.2%)
1203539
(0.9%)
14
(0.0%)
1
(0.0%)
4
(0.0%)
2
(0.1%)
1H-indazole c1n[nH]c2ccccc12 2 7 / 2 / 0 / 0 1181032
(0.2%)
1172613
(0.9%)
0
(0.0%)
0
(0.0%)
16
(0.0%)
5
(0.2%)
4,5,6,7-tetrahydro-2H-indazole c1[nH]nc2c1CCCC2 2 7 / 2 / 0 / 0 1122903
(0.2%)
1121799
(0.9%)
0
(0.0%)
0
(0.0%)
1
(0.0%)
0
(0.0%)
1,2,3,6-tetrahydropyridine C1=CCNCC1 1 5 / 1 / 0 / 0 1107518
(0.2%)
1103883
(0.9%)
10
(0.0%)
4
(0.0%)
21
(0.0%)
2
(0.1%)
cyclohexene C1=CCCCC1 1 6 / 0 / 0 / 0 1099614
(0.2%)
1086388
(0.8%)
2169
(0.5%)
675
(1.4%)
1268
(1.3%)
25
(1.0%)
benzothiophene c1cc2ccccc2s1 2 8 / 0 / 0 / 1 978585
(0.2%)
972731
(0.8%)
68
(0.0%)
4
(0.0%)
12
(0.0%)
0
(0.0%)
isoindoline-1,3-dione O=C1NC(=O)c2ccccc21 2 8 / 1 / 2 / 0 966552
(0.2%)
962662
(0.7%)
18
(0.0%)
7
(0.0%)
13
(0.0%)
0
(0.0%)
4H-1,4-benzoxazin-3-one O=C1COc2ccccc2N1 2 8 / 1 / 2 / 0 934969
(0.2%)
933063
(0.7%)
14
(0.0%)
10
(0.0%)
104
(0.1%)
1
(0.0%)
3,4-dihydro-1H-quinolin-2-one O=C1CCc2ccccc2N1 2 9 / 1 / 1 / 0 901351
(0.2%)
899996
(0.7%)
19
(0.0%)
0
(0.0%)
5
(0.0%)
1
(0.0%)
thiazolidine C1CSCN1 1 3 / 1 / 0 / 1 850301
(0.2%)
847592
(0.7%)
5
(0.0%)
2
(0.0%)
49
(0.0%)
9
(0.4%)
5,6,7,8-tetrahydroimidazo[1,2-a]pyridine c1cn2c(n1)CCCC2 2 7 / 2 / 0 / 0 816444
(0.2%)
816297
(0.6%)
0
(0.0%)
0
(0.0%)
1
(0.0%)
0
(0.0%)
1,4-oxazepane C1CNCCOC1 1 5 / 1 / 1 / 0 791255
(0.2%)
790893
(0.6%)
384
(0.1%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
1H-pyrazolo[3,4-b]pyridine c1n[nH]c2ncccc12 2 6 / 3 / 0 / 0 785164
(0.2%)
783392
(0.6%)
0
(0.0%)
0
(0.0%)
5
(0.0%)
0
(0.0%)
pyrrolidine-2,5-dione O=C1CCC(=O)N1 1 4 / 1 / 2 / 0 779011
(0.2%)
776410
(0.6%)
13
(0.0%)
0
(0.0%)
16
(0.0%)
2
(0.1%)
4,5,6,7-tetrahydro-1,3-benzothiazole c1nc2c(s1)CCCC2 2 7 / 1 / 0 / 1 721917
(0.1%)
721493
(0.6%)
2
(0.0%)
0
(0.0%)
4
(0.0%)
1
(0.0%)
tetrahydrothiopyran C1CCSCC1 1 5 / 0 / 0 / 1 696931
(0.1%)
696485
(0.5%)
0
(0.0%)
0
(0.0%)
5
(0.0%)
0
(0.0%)
5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine c1nc2n(n1)CCCC2 2 6 / 3 / 0 / 0 690844
(0.1%)
690538
(0.5%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
1,4-thiazinane 1,1-dioxide O=S1(=O)CCNCC1 1 4 / 1 / 2 / 1 668191
(0.1%)
667542
(0.5%)
18
(0.0%)
0
(0.0%)
1
(0.0%)
0
(0.0%)
isoquinoline c1ccc2cnccc2c1 2 9 / 1 / 0 / 0 665271
(0.1%)
660298
(0.5%)
18
(0.0%)
2
(0.0%)
30
(0.0%)
3
(0.1%)
[1,2,4]triazolo[4,3-a]pyridine c1nnc2ccccn12 2 6 / 3 / 0 / 0 658255
(0.1%)
657348
(0.5%)
0
(0.0%)
0
(0.0%)
1
(0.0%)
0
(0.0%)
3H-quinazolin-4-one O=c1[nH]cnc2ccccc21 2 8 / 2 / 1 / 0 644560
(0.1%)
637642
(0.5%)
37
(0.0%)
5
(0.0%)
20
(0.0%)
2
(0.1%)
5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine c1nnc2n1CCCC2 2 6 / 3 / 0 / 0 603181
(0.1%)
603064
(0.5%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
1
(0.0%)
1,2,3,3a,4,5,6,6a-octahydrocyclopenta[c]pyrrole C1CC2CNCC2C1 2 7 / 1 / 0 / 0 597888
(0.1%)
597048
(0.5%)
0
(0.0%)
12
(0.0%)
14
(0.0%)
4
(0.2%)
quinazoline c1ccc2ncncc2c1 2 8 / 2 / 0 / 0 597035
(0.1%)
575545
(0.4%)
5
(0.0%)
0
(0.0%)
24
(0.0%)
3
(0.1%)
1H-pyridazin-6-one O=c1cccn[nH]1 1 4 / 2 / 1 / 0 590289
(0.1%)
586813
(0.5%)
0
(0.0%)
0
(0.0%)
15
(0.0%)
0
(0.0%)
adamantane C1C2CC3CC1CC(C2)C3 4 10 / 0 / 0 / 0 583163
(0.1%)
573931
(0.4%)
4
(0.0%)
0
(0.0%)
34
(0.0%)
4
(0.2%)
3,4-dihydro-2H-1,4-benzoxazine c1ccc2c(c1)NCCO2 2 8 / 1 / 1 / 0 580411
(0.1%)
579226
(0.4%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
indolin-2-one O=C1Cc2ccccc2N1 2 8 / 1 / 1 / 0 568797
(0.1%)
564934
(0.4%)
12
(0.0%)
2
(0.0%)
73
(0.1%)
0
(0.0%)
thieno[2,3-d]pyrimidine c1cc2cncnc2s1 2 6 / 2 / 0 / 1 561972
(0.1%)
560378
(0.4%)
2
(0.0%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
8-azabicyclo[3.2.1]octane C1CC2CCCC1N2 2 7 / 1 / 0 / 0 559490
(0.1%)
547051
(0.4%)
79
(0.0%)
50
(0.1%)
267
(0.3%)
27
(1.1%)
2,6-dioxa-9-azaspiro[4.5]decane C1CC2(CO1)CNCCO2 2 7 / 1 / 2 / 0 555209
(0.1%)
553228
(0.4%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
isoindoline c1ccc2c(c1)CNC2 2 8 / 1 / 0 / 0 545099
(0.1%)
543937
(0.4%)
0
(0.0%)
0
(0.0%)
7
(0.0%)
0
(0.0%)
7-oxabicyclo[2.2.1]heptane C1CC2CCC1O2 2 6 / 0 / 1 / 0 539380
(0.1%)
537165
(0.4%)
10
(0.0%)
18
(0.0%)
73
(0.1%)
0
(0.0%)
4,5,6,7-tetrahydrobenzothiophene c1cc2c(s1)CCCC2 2 8 / 0 / 0 / 1 539042
(0.1%)
538276
(0.4%)
2
(0.0%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
imidazolidin-2-one O=C1NCCN1 1 3 / 2 / 1 / 0 525878
(0.1%)
523193
(0.4%)
21
(0.0%)
1
(0.0%)
25
(0.0%)
4
(0.2%)
oxazolidin-2-one O=C1NCCO1 1 3 / 1 / 2 / 0 514400
(0.1%)
509874
(0.4%)
4
(0.0%)
0
(0.0%)
28
(0.0%)
8
(0.3%)
thiane 1,1-dioxide O=S1(=O)CCCCC1 1 5 / 0 / 2 / 1 500758
(0.1%)
500411
(0.4%)
0
(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 498692
(0.1%)
498116
(0.4%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
0
(0.0%)
2,3,3a,4,5,6,7,7a-octahydro-1H-indole C1CC2CCCCC2N1 2 8 / 1 / 0 / 0 477393
(0.1%)
476776
(0.4%)
1
(0.0%)
0
(0.0%)
30
(0.0%)
0
(0.0%)
quinoxaline c1ccc2nccnc2c1 2 8 / 2 / 0 / 0 469221
(0.1%)
465565
(0.4%)
0
(0.0%)
0
(0.0%)
5
(0.0%)
0
(0.0%)
4,5,6,7-tetrahydrothieno[3,2-c]pyridine c1cc2c(s1)CCNC2 2 7 / 1 / 0 / 1 461600
(0.1%)
461044
(0.4%)
0
(0.0%)
5
(0.0%)
5
(0.0%)
0
(0.0%)