NPASS drugs

Drug Information

Drug ID:	NPD5959
Drug Name:	Cyproterone Acetate
Molecular Formula:	C24H29ClO4
Canonical SMILES:	CC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C=C(C2=CC(=O)[C@H]3[C@@H]([C@]12C)C3)Cl)C(=O)C
Standard InCHI:	InChI=1S/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14-,15+,16-,17-,18-,22-,23-,24-/m0/s1
Standard InCHIKey:	UWFYSQMTEOIJJG-FDTZYFLXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5959

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	169
0.1-0.2	1077
0.2-0.3	4647
0.3-0.4	11131
0.4-0.5	6079
0.5-0.6	5374
0.6-0.7	2208
0.7-0.8	204
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.8602	NPC305039
Intermediate Similarity	0.7864	NPC308351
Intermediate Similarity	0.7864	NPC271266
Intermediate Similarity	0.78	NPC171395
Intermediate Similarity	0.7789	NPC323765
Intermediate Similarity	0.7708	NPC195640
Intermediate Similarity	0.77	NPC294266
Intermediate Similarity	0.7684	NPC144258
Intermediate Similarity	0.7677	NPC204341
Intermediate Similarity	0.766	NPC327969
Intermediate Similarity	0.766	NPC321289
Intermediate Similarity	0.7642	NPC470267
Intermediate Similarity	0.76	NPC472226
Intermediate Similarity	0.76	NPC472225
Intermediate Similarity	0.7596	NPC99411
Intermediate Similarity	0.7579	NPC83569
Intermediate Similarity	0.7579	NPC69279
Intermediate Similarity	0.7579	NPC271784
Intermediate Similarity	0.7547	NPC235889
Intermediate Similarity	0.7525	NPC56525
Intermediate Similarity	0.75	NPC470269
Intermediate Similarity	0.75	NPC320801
Intermediate Similarity	0.7477	NPC181265
Intermediate Similarity	0.7475	NPC173042
Intermediate Similarity	0.7475	NPC310010
Intermediate Similarity	0.7475	NPC473039
Intermediate Similarity	0.7475	NPC326627
Intermediate Similarity	0.7474	NPC193347
Intermediate Similarity	0.7474	NPC100297
Intermediate Similarity	0.7449	NPC136948
Intermediate Similarity	0.7426	NPC66429
Intermediate Similarity	0.7426	NPC152897
Intermediate Similarity	0.7407	NPC44063
Intermediate Similarity	0.7404	NPC166745
Intermediate Similarity	0.7404	NPC235464
Intermediate Similarity	0.74	NPC129913
Intermediate Similarity	0.7396	NPC168188
Intermediate Similarity	0.7396	NPC470015
Intermediate Similarity	0.7396	NPC469561
Intermediate Similarity	0.7379	NPC155676
Intermediate Similarity	0.7374	NPC28227
Intermediate Similarity	0.7368	NPC38350
Intermediate Similarity	0.7368	NPC477372
Intermediate Similarity	0.7368	NPC201912
Intermediate Similarity	0.7353	NPC472223
Intermediate Similarity	0.7353	NPC472224
Intermediate Similarity	0.7327	NPC150383
Intermediate Similarity	0.7327	NPC174167
Intermediate Similarity	0.7327	NPC470036
Intermediate Similarity	0.7312	NPC472300
Intermediate Similarity	0.7308	NPC216904
Intermediate Similarity	0.73	NPC215029
Intermediate Similarity	0.73	NPC112454
Intermediate Similarity	0.73	NPC476733
Intermediate Similarity	0.73	NPC262043
Intermediate Similarity	0.7297	NPC207689
Intermediate Similarity	0.7297	NPC118860
Intermediate Similarity	0.7297	NPC231589
Intermediate Similarity	0.7297	NPC214797
Intermediate Similarity	0.7292	NPC260956
Intermediate Similarity	0.7292	NPC240302
Intermediate Similarity	0.7292	NPC320514
Intermediate Similarity	0.7282	NPC263347
Intermediate Similarity	0.7273	NPC304495
Intermediate Similarity	0.7273	NPC2766
Intermediate Similarity	0.7273	NPC258543
Intermediate Similarity	0.7273	NPC241927
Intermediate Similarity	0.7255	NPC263780
Intermediate Similarity	0.7255	NPC233118
Intermediate Similarity	0.7245	NPC311702
Intermediate Similarity	0.7245	NPC29447
Intermediate Similarity	0.7245	NPC473038
Intermediate Similarity	0.7245	NPC94531
Intermediate Similarity	0.7245	NPC470223
Intermediate Similarity	0.7245	NPC123319
Intermediate Similarity	0.7245	NPC474680
Intermediate Similarity	0.7238	NPC275439
Intermediate Similarity	0.7238	NPC112753
Intermediate Similarity	0.7238	NPC477813
Intermediate Similarity	0.7238	NPC471582
Intermediate Similarity	0.7234	NPC4827
Intermediate Similarity	0.7234	NPC469996
Intermediate Similarity	0.7232	NPC170487
Intermediate Similarity	0.7228	NPC478258
Intermediate Similarity	0.7228	NPC478257
Intermediate Similarity	0.7228	NPC474842
Intermediate Similarity	0.7228	NPC475965
Intermediate Similarity	0.7216	NPC477373
Intermediate Similarity	0.7216	NPC477852
Intermediate Similarity	0.7216	NPC310470
Intermediate Similarity	0.7216	NPC105803
Intermediate Similarity	0.7212	NPC322063
Intermediate Similarity	0.7204	NPC899
Intermediate Similarity	0.72	NPC97884
Intermediate Similarity	0.72	NPC472302
Intermediate Similarity	0.72	NPC472220
Intermediate Similarity	0.72	NPC72397
Intermediate Similarity	0.72	NPC117122
Intermediate Similarity	0.7196	NPC22388
Intermediate Similarity	0.7188	NPC474955
Intermediate Similarity	0.7188	NPC147066
Intermediate Similarity	0.7188	NPC475833
Intermediate Similarity	0.7188	NPC474085
Intermediate Similarity	0.7184	NPC124207
Intermediate Similarity	0.7172	NPC472863
Intermediate Similarity	0.7158	NPC274996
Intermediate Similarity	0.7158	NPC192329
Intermediate Similarity	0.7158	NPC196827
Intermediate Similarity	0.7158	NPC477371
Intermediate Similarity	0.7157	NPC218301
Intermediate Similarity	0.7157	NPC154101
Intermediate Similarity	0.7143	NPC209882
Intermediate Similarity	0.7143	NPC237712
Intermediate Similarity	0.7143	NPC43775
Intermediate Similarity	0.7143	NPC109512
Intermediate Similarity	0.7143	NPC100391
Intermediate Similarity	0.7129	NPC54689
Intermediate Similarity	0.7129	NPC474570
Intermediate Similarity	0.7129	NPC285982
Intermediate Similarity	0.7115	NPC469599
Intermediate Similarity	0.7115	NPC295347
Intermediate Similarity	0.7115	NPC45324
Intermediate Similarity	0.7115	NPC222845
Intermediate Similarity	0.7115	NPC162001
Intermediate Similarity	0.7115	NPC33473
Intermediate Similarity	0.7115	NPC777
Intermediate Similarity	0.7113	NPC133391
Intermediate Similarity	0.7113	NPC296367
Intermediate Similarity	0.7103	NPC124211
Intermediate Similarity	0.7103	NPC475867
Intermediate Similarity	0.7103	NPC270155
Intermediate Similarity	0.71	NPC477228
Intermediate Similarity	0.71	NPC136548
Intermediate Similarity	0.71	NPC181327
Intermediate Similarity	0.7087	NPC202824
Intermediate Similarity	0.7087	NPC25750
Intermediate Similarity	0.7087	NPC243866
Intermediate Similarity	0.7087	NPC477361
Intermediate Similarity	0.7087	NPC109414
Intermediate Similarity	0.7087	NPC250575
Intermediate Similarity	0.7083	NPC474956
Intermediate Similarity	0.708	NPC71348
Intermediate Similarity	0.708	NPC221144
Intermediate Similarity	0.7075	NPC186810
Intermediate Similarity	0.7075	NPC197386
Intermediate Similarity	0.7075	NPC176845
Intermediate Similarity	0.7071	NPC470048
Intermediate Similarity	0.7071	NPC132228
Intermediate Similarity	0.7071	NPC133652
Intermediate Similarity	0.7071	NPC263997
Intermediate Similarity	0.7071	NPC11711
Intermediate Similarity	0.7071	NPC189311
Intermediate Similarity	0.7071	NPC8518
Intermediate Similarity	0.7064	NPC13385
Intermediate Similarity	0.7059	NPC46281
Intermediate Similarity	0.7059	NPC175628
Intermediate Similarity	0.7059	NPC469595
Intermediate Similarity	0.7059	NPC212679
Intermediate Similarity	0.7059	NPC148414
Intermediate Similarity	0.7059	NPC111585
Intermediate Similarity	0.7059	NPC123854
Intermediate Similarity	0.7059	NPC220454
Intermediate Similarity	0.7053	NPC23778
Intermediate Similarity	0.7053	NPC74410
Intermediate Similarity	0.7048	NPC111684
Intermediate Similarity	0.7048	NPC96859
Intermediate Similarity	0.7048	NPC477354
Intermediate Similarity	0.7048	NPC305483
Intermediate Similarity	0.7048	NPC328162
Intermediate Similarity	0.7048	NPC58052
Intermediate Similarity	0.7048	NPC125622
Intermediate Similarity	0.7048	NPC42042
Intermediate Similarity	0.7043	NPC270958
Intermediate Similarity	0.7037	NPC119601
Intermediate Similarity	0.7037	NPC53222
Intermediate Similarity	0.7037	NPC308726
Intermediate Similarity	0.703	NPC44181
Intermediate Similarity	0.703	NPC320665
Intermediate Similarity	0.703	NPC48866
Intermediate Similarity	0.703	NPC294480
Intermediate Similarity	0.703	NPC247406
Intermediate Similarity	0.7021	NPC180886
Intermediate Similarity	0.7021	NPC309399
Intermediate Similarity	0.7019	NPC473431
Intermediate Similarity	0.7019	NPC38830
Intermediate Similarity	0.7019	NPC473280
Intermediate Similarity	0.7019	NPC471078
Intermediate Similarity	0.7019	NPC184870
Intermediate Similarity	0.7019	NPC473435
Intermediate Similarity	0.7019	NPC7165
Intermediate Similarity	0.7018	NPC202889
Intermediate Similarity	0.701	NPC150506
Intermediate Similarity	0.701	NPC278459
Intermediate Similarity	0.701	NPC55869
Intermediate Similarity	0.701	NPC225515
Intermediate Similarity	0.7009	NPC474720
Intermediate Similarity	0.7	NPC327115
Intermediate Similarity	0.7	NPC264127
Intermediate Similarity	0.7	NPC186975
Intermediate Similarity	0.7	NPC470346

Drug Structure

NPD5959 OpenBabel08211708292D 29 33 0 0 1 0 0 0 0 0999 V2000 0.6326 1.6495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0109 -0.7374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8201 0.5050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2814 -0.9144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4610 -0.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8187 -1.4204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6406 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8190 -0.4738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9211 -0.9456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6414 -2.8404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1018 -3.3133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0854 -0.9338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6411 -1.8932 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9211 -1.8923 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8207 -1.4199 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4613 -1.4194 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1013 -1.4190 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2820 -2.8399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4618 -3.3137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9214 -2.8395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8204 -0.4733 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2817 -1.8928 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4621 -4.2885 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.9258 1.1426 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7927 -1.8336 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7658 -3.3265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8196 0.4728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 22 1 0 0 0 0 5 7 1 0 0 0 0 5 17 1 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 22 1 0 0 0 0 8 24 1 0 0 0 0 9 18 1 0 0 0 0 10 20 2 0 0 0 0 11 19 2 0 0 0 0 11 21 1 0 0 0 0 12 26 2 0 0 0 0 13 27 2 0 0 0 0 13 29 1 0 0 0 0 14 10 1 1 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 15 9 1 1 0 0 0 15 18 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 6 0 0 0 17 23 1 6 0 0 0 18 23 1 1 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 28 2 0 0 0 0 22 24 1 1 0 0 0 23 4 1 6 0 0 0 24 12 1 6 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000906
DrugBank	DB04839
ChEMBL	CHEMBL139835
IUPHAR/BPS	2865
PharmaGKB	PA10049
KEGG Drug
PubChem CID
ChEBI	50743
CAS Number	427-51-0

Drug Properties

Molecular Weight	416.18
ALogP	1.2723
MLogP	3.55
XLogP	3.282
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	60.44
RO5 Violation	0