Name Origin Type React. Subs. Purch. Biogenic Endo. In Man Drugs Image
Alcohol-Secondary ZINC Functional group Anodyne 15914216
(≈3.1%)
15569165
(≈12.0%)
29205
(≈6.5%)
11197
(≈23.9%)
35317
(≈35.7%)
466
(≈19.0%)
Amine-Sp3-1 ZINC Weak electrophile Anodyne 15217648
(≈2.9%)
15137102
(≈11.7%)
1936
(≈0.4%)
5108
(≈10.9%)
5011
(≈5.1%)
125
(≈5.1%)
Lactam Reaction table reactant reaction Anodyne 12374356
(≈2.4%)
12259818
(≈9.5%)
2162
(≈0.5%)
119
(≈0.3%)
1147
(≈1.2%)
138
(≈5.6%)
Alcohol-Primary ZINC Functional group Anodyne 12306108
(≈2.4%)
12060892
(≈9.3%)
16520
(≈3.7%)
4957
(≈10.6%)
16107
(≈16.3%)
187
(≈7.6%)
Carboxylate-Sp3 ZINC Functional group Anodyne 10114289
(≈2.0%)
9966689
(≈7.7%)
6749
(≈1.5%)
6659
(≈14.2%)
11846
(≈12.0%)
245
(≈10.0%)
Sulfonamide-Secondary ZINC Functional group Anodyne 9871310
(≈1.9%)
9801988
(≈7.6%)
1045
(≈0.2%)
16
(≈0.0%)
268
(≈0.3%)
42
(≈1.7%)
Sulfonamide-Tertiary ZINC Functional group Anodyne 9225349
(≈1.8%)
9174658
(≈7.1%)
621
(≈0.1%)
5
(≈0.0%)
87
(≈0.1%)
11
(≈0.4%)
Nitro-Aryl ZINC Weak electrophile Anodyne 8958512
(≈1.7%)
8903397
(≈6.9%)
277
(≈0.1%)
15
(≈0.0%)
244
(≈0.2%)
46
(≈1.9%)
Ester-Sp3-Sp3 ZINC Functional group Anodyne 8894264
(≈1.7%)
8704998
(≈6.7%)
7462
(≈1.7%)
25162
(≈53.6%)
33197
(≈33.5%)
78
(≈3.2%)
N-Oxide-Acyclic ZINC Weak electrophile Anodyne 8703227
(≈1.7%)
8649098
(≈6.7%)
159
(≈0.0%)
20
(≈0.0%)
142
(≈0.1%)
20
(≈0.8%)
Aniline ZINC Weak electrophile Anodyne 8348351
(≈1.6%)
8253536
(≈6.4%)
2348
(≈0.5%)
1066
(≈2.3%)
1299
(≈1.3%)
128
(≈5.2%)
Benzthiazole Reaction table product reaction Anodyne 7219933
(≈1.4%)
7190700
(≈5.6%)
113
(≈0.0%)
13
(≈0.0%)
127
(≈0.1%)
4
(≈0.2%)
Lactam-Gamma Reaction table reactant reaction Anodyne 7191078
(≈1.4%)
7150887
(≈5.5%)
628
(≈0.1%)
42
(≈0.1%)
382
(≈0.4%)
22
(≈0.9%)
Nitrile-Csp2 ZINC Weak electrophile Anodyne 6386570
(≈1.2%)
6337331
(≈4.9%)
655
(≈0.1%)
13
(≈0.0%)
216
(≈0.2%)
13
(≈0.5%)
Alkene-Internal-Sp2 ZINC Functional group Anodyne 6329478
(≈1.2%)
6056915
(≈4.7%)
16794
(≈3.8%)
4403
(≈9.4%)
12695
(≈12.8%)
259
(≈10.5%)
Benzimidazole Reaction table product reaction Anodyne 5617583
(≈1.1%)
5569424
(≈4.3%)
195
(≈0.0%)
10
(≈0.0%)
164
(≈0.2%)
13
(≈0.5%)
Alcohol-Tertiary ZINC Functional group Anodyne 5291212
(≈1.0%)
5169126
(≈4.0%)
11106
(≈2.5%)
2670
(≈5.7%)
8411
(≈8.5%)
182
(≈7.4%)
Nitrile-Csp3 Reaction table reactant reaction Mild 4777673
(≈0.9%)
4754707
(≈3.7%)
168
(≈0.0%)
43
(≈0.1%)
397
(≈0.4%)
22
(≈0.9%)
Lactam-Delta Reaction table reactant reaction Anodyne 4342867
(≈0.8%)
4313027
(≈3.3%)
962
(≈0.2%)
42
(≈0.1%)
217
(≈0.2%)
25
(≈1.0%)
Carboxylate-Sp2 ZINC Functional group Anodyne 4269497
(≈0.8%)
4211999
(≈3.3%)
2269
(≈0.5%)
549
(≈1.2%)
1689
(≈1.7%)
110
(≈4.5%)
Alkene-Terminal-Sp3 ZINC Functional group Mild 3712025
(≈0.7%)
3634973
(≈2.8%)
6600
(≈1.5%)
2240
(≈4.8%)
5961
(≈6.0%)
53
(≈2.2%)
Imines ZINC Weak electrophile Mild 3687813
(≈0.7%)
3604214
(≈2.8%)
780
(≈0.2%)
262
(≈0.6%)
1205
(≈1.2%)
70
(≈2.8%)
Sulfone-Acyclic ZINC Functional group Anodyne 2763533
(≈0.5%)
2759088
(≈2.1%)
28
(≈0.0%)
4
(≈0.0%)
54
(≈0.1%)
4
(≈0.2%)
Acylhydrazides ZINC Weak electrophile Reactive 2695036
(≈0.5%)
2677050
(≈2.1%)
63
(≈0.0%)
4
(≈0.0%)
94
(≈0.1%)
13
(≈0.5%)
Alkyl-Chloride ZINC Electrophile Reactive 2404236
(≈0.5%)
2389618
(≈1.8%)
208
(≈0.0%)
66
(≈0.1%)
412
(≈0.4%)
37
(≈1.5%)
Sulfone-Cyclic ZINC Functional group Anodyne 2214013
(≈0.4%)
2210636
(≈1.7%)
6
(≈0.0%)
1
(≈0.0%)
15
(≈0.0%)
2
(≈0.1%)
Sulfoxide ZINC Weak electrophile Anodyne 2028213
(≈0.4%)
2025156
(≈1.6%)
26
(≈0.0%)
28
(≈0.1%)
220
(≈0.2%)
0
(≈0.0%)
Ketone-Acyclic-Sp3-Sp3 ZINC Functional group Anodyne 1438164
(≈0.3%)
1405527
(≈1.1%)
2254
(≈0.5%)
735
(≈1.6%)
1947
(≈2.0%)
63
(≈2.6%)
Alkyl-Bromide ZINC Electrophile Reactive 1360054
(≈0.3%)
1354669
(≈1.0%)
39
(≈0.0%)
2
(≈0.0%)
29
(≈0.0%)
3
(≈0.1%)
Sulfonamide-Primary ZINC Weak electrophile Anodyne 1332845
(≈0.3%)
1323658
(≈1.0%)
2
(≈0.0%)
2
(≈0.0%)
100
(≈0.1%)
33
(≈1.3%)
Alkyne-Terminal Reaction table reactant reaction Mild 1285486
(≈0.2%)
1277724
(≈1.0%)
238
(≈0.1%)
48
(≈0.1%)
180
(≈0.2%)
13
(≈0.5%)
Alkyne-Internal Reaction table reactant reaction Mild 1102983
(≈0.2%)
1065291
(≈0.8%)
2587
(≈0.6%)
246
(≈0.5%)
599
(≈0.6%)
9
(≈0.4%)
Propenals ZINC Weak electrophile Mild 1069900
(≈0.2%)
967740
(≈0.7%)
5764
(≈1.3%)
1767
(≈3.8%)
4565
(≈4.6%)
102
(≈4.1%)
Ketone-Cyclic-Sp3-Sp3 ZINC Functional group Anodyne 779600
(≈0.2%)
731476
(≈0.6%)
3597
(≈0.8%)
1213
(≈2.6%)
3187
(≈3.2%)
44
(≈1.8%)
Lactone Reaction table reactant reaction Anodyne 779600
(≈0.2%)
731476
(≈0.6%)
3597
(≈0.8%)
1213
(≈2.6%)
3187
(≈3.2%)
44
(≈1.8%)
Alkene-Internal-Sp3 ZINC Functional group Mild 735368
(≈0.1%)
700837
(≈0.5%)
3352
(≈0.8%)
1413
(≈3.0%)
3686
(≈3.7%)
12
(≈0.5%)
Benzoxazole Reaction table reactant Weak electrophile Not-Computed 669090
(≈0.1%)
652849
(≈0.5%)
1
(≈0.0%)
1
(≈0.0%)
17
(≈0.0%)
0
(≈0.0%)
Reaction Pattern Reaction table product reaction Anodyne 599435
(≈0.1%)
555265
(≈0.4%)
8894
(≈2.0%)
545
(≈1.2%)
3731
(≈3.8%)
13
(≈0.5%)
Acrylonitriles ZINC Weak electrophile Reactive 580569
(≈0.1%)
572217
(≈0.4%)
138
(≈0.0%)
9
(≈0.0%)
128
(≈0.1%)
6
(≈0.2%)
Aromatic-Thiol ZINC Weak nucleophile Anodyne 553640
(≈0.1%)
551021
(≈0.4%)
1
(≈0.0%)
6
(≈0.0%)
32
(≈0.0%)
0
(≈0.0%)
Mannich_a(296) PAINS PAINS Clean 544146
(≈0.1%)
537879
(≈0.4%)
538
(≈0.1%)
3
(≈0.0%)
29
(≈0.0%)
3
(≈0.1%)
Aldehyde-Aromatic Reaction table reactant Weak electrophile Anodyne 525608
(≈0.1%)
520920
(≈0.4%)
431
(≈0.1%)
139
(≈0.3%)
449
(≈0.5%)
2
(≈0.1%)
Ortho-Aryldiamine ZINC Weak electrophile Anodyne 510530
(≈0.1%)
507403
(≈0.4%)
0
(≈0.0%)
15
(≈0.0%)
28
(≈0.0%)
1
(≈0.0%)
Heptanes ZINC too floppy for docking (entropy) Mild 474854
(≈0.1%)
392168
(≈0.3%)
1307
(≈0.3%)
24304
(≈51.8%)
29948
(≈30.2%)
15
(≈0.6%)
Ester-Sp2-Sp3 ZINC Functional group Anodyne 468497
(≈0.1%)
412680
(≈0.3%)
4154
(≈0.9%)
969
(≈2.1%)
3837
(≈3.9%)
17
(≈0.7%)
Anil_di_alk_d(198) PAINS PAINS Clean 453189
(≈0.1%)
451023
(≈0.3%)
140
(≈0.0%)
0
(≈0.0%)
1
(≈0.0%)
0
(≈0.0%)
Tetrazole-1,2,4-Sub3,5 Reaction table reactant reaction Anodyne 451276
(≈0.1%)
451216
(≈0.3%)
0
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
Ketone-Mixed ZINC Functional group Anodyne 444350
(≈0.1%)
374388
(≈0.3%)
4475
(≈1.0%)
1577
(≈3.4%)
3776
(≈3.8%)
63
(≈2.6%)
Acid-Halide ZINC Electrophile Reactive 308137
(≈0.1%)
307902
(≈0.2%)
0
(≈0.0%)
0
(≈0.0%)
2
(≈0.0%)
0
(≈0.0%)
Tetrazole-1,5 Reaction table reactant reaction Anodyne 299008
(≈0.1%)
296865
(≈0.2%)
10
(≈0.0%)
0
(≈0.0%)
1
(≈0.0%)
0
(≈0.0%)
P-S-Halides ZINC Redox potential Reactive 284605
(≈0.1%)
284207
(≈0.2%)
0
(≈0.0%)
0
(≈0.0%)
1
(≈0.0%)
2
(≈0.1%)
Sulfonyl-Halide ZINC Electrophile Unstable 267199
(≈0.1%)
267254
(≈0.2%)
0
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
Tertiary-Sultam ZINC Functional group Anodyne 233997
(≈0.0%)
231748
(≈0.2%)
0
(≈0.0%)
0
(≈0.0%)
1
(≈0.0%)
0
(≈0.0%)
Vinyl-Chloride ZINC Weak electrophile Anodyne 198763
(≈0.0%)
194578
(≈0.2%)
86
(≈0.0%)
12
(≈0.0%)
124
(≈0.1%)
15
(≈0.6%)
Aldehyde-Csp3 Reaction table reactant Weak electrophile Mild 193208
(≈0.0%)
183477
(≈0.1%)
823
(≈0.2%)
443
(≈0.9%)
947
(≈1.0%)
6
(≈0.2%)
Thiol-Csp3 ZINC Weak nucleophile Mild 169710
(≈0.0%)
163933
(≈0.1%)
10
(≈0.0%)
425
(≈0.9%)
442
(≈0.4%)
15
(≈0.6%)
Pyrrole_a(118) PAINS PAINS Clean 144807
(≈0.0%)
144294
(≈0.1%)
0
(≈0.0%)
0
(≈0.0%)
2
(≈0.0%)
1
(≈0.0%)
Unprotected Boronic Acid ZINC Electrophile Reactive 142738
(≈0.0%)
141706
(≈0.1%)
0
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
1
(≈0.0%)
Lactam-Beta Reaction table reactant reaction Anodyne 140447
(≈0.0%)
130886
(≈0.1%)
18
(≈0.0%)
9
(≈0.0%)
251
(≈0.3%)
68
(≈2.8%)
Ene_six_het_a(483) PAINS PAINS Clean 139789
(≈0.0%)
139340
(≈0.1%)
2
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
Ene_rhod_a(235) PAINS PAINS Clean 131826
(≈0.0%)
130558
(≈0.1%)
6
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
1
(≈0.0%)
Anil_di_alk_c(246) PAINS PAINS Clean 127316
(≈0.0%)
123490
(≈0.1%)
9
(≈0.0%)
3
(≈0.0%)
23
(≈0.0%)
2
(≈0.1%)
Ketone-Sp2-Sp2 ZINC Functional group Anodyne 125152
(≈0.0%)
103496
(≈0.1%)
675
(≈0.2%)
213
(≈0.5%)
611
(≈0.6%)
32
(≈1.3%)
Protected Boronic Acid ZINC Redox potential Mild 124873
(≈0.0%)
123764
(≈0.1%)
0
(≈0.0%)
0
(≈0.0%)
1
(≈0.0%)
1
(≈0.0%)
Alkene-Terminal-Sp2 ZINC Functional group Anodyne 124501
(≈0.0%)
103630
(≈0.1%)
2047
(≈0.5%)
457
(≈1.0%)
1165
(≈1.2%)
9
(≈0.4%)
Catechol_a(92) PAINS PAINS Clean 122181
(≈0.0%)
96585
(≈0.1%)
3447
(≈0.8%)
564
(≈1.2%)
4359
(≈4.4%)
20
(≈0.8%)
Beta-Arylenylamine Reaction table reactant Weak electrophile Anodyne 118811
(≈0.0%)
118565
(≈0.1%)
3
(≈0.0%)
15
(≈0.0%)
13
(≈0.0%)
1
(≈0.0%)
Chromophore-Aromatic ZINC Chromophore Bother 105842
(≈0.0%)
78230
(≈0.1%)
922
(≈0.2%)
220
(≈0.5%)
867
(≈0.9%)
24
(≈1.0%)
Azo_a(324) PAINS PAINS Clean 100114
(≈0.0%)
86950
(≈0.1%)
20
(≈0.0%)
0
(≈0.0%)
85
(≈0.1%)
4
(≈0.2%)
Tetrazole-2,5 Reaction table reactant reaction Anodyne 94972
(≈0.0%)
94484
(≈0.1%)
0
(≈0.0%)
0
(≈0.0%)
2
(≈0.0%)
0
(≈0.0%)
Anil_no_alk(40) PAINS PAINS Clean 90836
(≈0.0%)
88815
(≈0.1%)
13
(≈0.0%)
4
(≈0.0%)
14
(≈0.0%)
1
(≈0.0%)
Tetrazole Reaction table reactant reaction Anodyne 83413
(≈0.0%)
78669
(≈0.1%)
0
(≈0.0%)
6
(≈0.0%)
24
(≈0.0%)
4
(≈0.2%)
Tetrazole2 Reaction table reactant reaction Anodyne 81844
(≈0.0%)
80888
(≈0.1%)
0
(≈0.0%)
0
(≈0.0%)
6
(≈0.0%)
5
(≈0.2%)
Anil_alk_ene(51) PAINS PAINS Clean 79461
(≈0.0%)
79073
(≈0.1%)
0
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
Vinyl-Bromide ZINC Weak electrophile Anodyne 75435
(≈0.0%)
72224
(≈0.1%)
21
(≈0.0%)
0
(≈0.0%)
39
(≈0.0%)
0
(≈0.0%)
Anil_di_alk_b(251) PAINS PAINS Clean 74655
(≈0.0%)
73148
(≈0.1%)
11
(≈0.0%)
1
(≈0.0%)
10
(≈0.0%)
0
(≈0.0%)
Azide Reaction table reactant reaction Anodyne 61276
(≈0.0%)
56437
(≈0.0%)
1
(≈0.0%)
0
(≈0.0%)
15
(≈0.0%)
1
(≈0.0%)
Silanes ZINC Weak electrophile Anodyne 60941
(≈0.0%)
57793
(≈0.0%)
9
(≈0.0%)
0
(≈0.0%)
1
(≈0.0%)
1
(≈0.0%)
Reaction Pattern Reaction table reactant reaction Anodyne 60842
(≈0.0%)
56012
(≈0.0%)
1
(≈0.0%)
0
(≈0.0%)
15
(≈0.0%)
1
(≈0.0%)
Nitro-Alkyl ZINC Weak electrophile Anodyne 60759
(≈0.0%)
57347
(≈0.0%)
23
(≈0.0%)
13
(≈0.0%)
40
(≈0.0%)
0
(≈0.0%)
Hzone_phenol_a(479) PAINS PAINS Clean 57374
(≈0.0%)
55478
(≈0.0%)
5
(≈0.0%)
0
(≈0.0%)
16
(≈0.0%)
0
(≈0.0%)
Disulfide ZINC super reactive Reactive 55557
(≈0.0%)
49539
(≈0.0%)
1477
(≈0.3%)
69
(≈0.1%)
325
(≈0.3%)
22
(≈0.9%)
Pictet-Spengler-Aldehyde-Product ZINC reaction Anodyne 55517
(≈0.0%)
54405
(≈0.0%)
104
(≈0.0%)
23
(≈0.0%)
49
(≈0.0%)
1
(≈0.0%)
N-Oxide-Cyclic ZINC Functional group Anodyne 51904
(≈0.0%)
47023
(≈0.0%)
26
(≈0.0%)
8
(≈0.0%)
58
(≈0.1%)
0
(≈0.0%)
Alkyl-Iodide ZINC Electrophile Reactive 51841
(≈0.0%)
50728
(≈0.0%)
10
(≈0.0%)
1
(≈0.0%)
32
(≈0.0%)
4
(≈0.2%)
7+ Fluorines ZINC too greasy / insoluble Mild 48983
(≈0.0%)
45843
(≈0.0%)
2
(≈0.0%)
1
(≈0.0%)
20
(≈0.0%)
5
(≈0.2%)
Quinone_a(370) PAINS PAINS Clean 48385
(≈0.0%)
26260
(≈0.0%)
1149
(≈0.3%)
108
(≈0.2%)
477
(≈0.5%)
18
(≈0.7%)
Pyridine-N-Oxide ZINC Weak electrophile Anodyne 46940
(≈0.0%)
45194
(≈0.0%)
6
(≈0.0%)
4
(≈0.0%)
25
(≈0.0%)
2
(≈0.1%)
Acrylamide-Terminal Reaction table reactant Weak electrophile Anodyne 46203
(≈0.0%)
44961
(≈0.0%)
1
(≈0.0%)
5
(≈0.0%)
6
(≈0.0%)
0
(≈0.0%)
Hzone_phenol_b(215) PAINS PAINS Clean 39701
(≈0.0%)
38417
(≈0.0%)
2
(≈0.0%)
0
(≈0.0%)
2
(≈0.0%)
0
(≈0.0%)
Iso(thio)cyanate ZINC Weak electrophile Reactive 37039
(≈0.0%)
36037
(≈0.0%)
11
(≈0.0%)
13
(≈0.0%)
61
(≈0.1%)
2
(≈0.1%)
Quarternary-N ZINC Not cell penetrant Bother 33558
(≈0.0%)
20437
(≈0.0%)
256
(≈0.1%)
1535
(≈3.3%)
1984
(≈2.0%)
57
(≈2.3%)
Beta-Carbonyl-Quarternary-N ZINC Weak electrophile Mild 30660
(≈0.0%)
28505
(≈0.0%)
33
(≈0.0%)
30
(≈0.1%)
112
(≈0.1%)
1
(≈0.0%)
Aminooxy(oxo) ZINC Weak electrophile Mild 30211
(≈0.0%)
26900
(≈0.0%)
49
(≈0.0%)
5
(≈0.0%)
354
(≈0.4%)
0
(≈0.0%)
Ene_five_het_a(201) PAINS PAINS Clean 28242
(≈0.0%)
27821
(≈0.0%)
9
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
0
(≈0.0%)
Aldehyde-Csp2 Reaction table reactant Weak electrophile Anodyne 27532
(≈0.0%)
22718
(≈0.0%)
671
(≈0.2%)
306
(≈0.7%)
646
(≈0.7%)
0
(≈0.0%)
Ester-Sp2-Sp2 ZINC Functional group Anodyne 26299
(≈0.0%)
23969
(≈0.0%)
487
(≈0.1%)
22
(≈0.0%)
62
(≈0.1%)
0
(≈0.0%)
Aminophenol Reaction table reactant Weak electrophile Anodyne 26067
(≈0.0%)
25811
(≈0.0%)
1
(≈0.0%)
4
(≈0.0%)
7
(≈0.0%)
0
(≈0.0%)
Dyes5a(27) PAINS PAINS Clean 24614
(≈0.0%)
23000
(≈0.0%)
6
(≈0.0%)
2
(≈0.0%)
48
(≈0.0%)
7
(≈0.3%)
Imine_one_isatin(189) PAINS PAINS Clean 23734
(≈0.0%)
22592
(≈0.0%)
3
(≈0.0%)
0
(≈0.0%)
1
(≈0.0%)
0
(≈0.0%)