NPASS drugs

Drug Information

Drug ID:	NPD5771
Drug Name:	Finasteride
Molecular Formula:	C23H36N2O2
Canonical SMILES:	OC1=N[C@H]2[C@@](C=C1)(C)[C@H]1CC[C@]3([C@H]([C@@H]1CC2)CC[C@@H]3C(=NC(C)(C)C)O)C
Standard InCHI:	InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1
Standard InCHIKey:	DBEPLOCGEIEOCV-WSBQPABSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5771

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	58
0.1-0.2	592
0.2-0.3	6673
0.3-0.4	14205
0.4-0.5	6944
0.5-0.6	2179
0.6-0.7	213
0.7-0.8	26
0.8-0.85	0
0.85-0.9	0
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
Intermediate Similarity	0.7921	NPC471083
Intermediate Similarity	0.7849	NPC152684
Intermediate Similarity	0.7843	NPC90538
Intermediate Similarity	0.7745	NPC50815
Intermediate Similarity	0.7717	NPC224072
Intermediate Similarity	0.7692	NPC55462
Intermediate Similarity	0.767	NPC474583
Intermediate Similarity	0.767	NPC293299
Intermediate Similarity	0.767	NPC45365
Intermediate Similarity	0.7579	NPC166458
Intermediate Similarity	0.7576	NPC280710
Intermediate Similarity	0.7576	NPC243985
Intermediate Similarity	0.7573	NPC247060
Intermediate Similarity	0.7549	NPC275686
Intermediate Similarity	0.7525	NPC240650
Intermediate Similarity	0.7419	NPC257962
Intermediate Similarity	0.7407	NPC472359
Intermediate Similarity	0.734	NPC39966
Intermediate Similarity	0.729	NPC25340
Intermediate Similarity	0.7184	NPC167419
Intermediate Similarity	0.7117	NPC80834
Intermediate Similarity	0.7117	NPC469968
Intermediate Similarity	0.7117	NPC56796
Intermediate Similarity	0.7075	NPC152718
Intermediate Similarity	0.7071	NPC34754
Intermediate Similarity	0.7009	NPC241879
Remote Similarity	0.6923	NPC476903
Remote Similarity	0.6916	NPC226509
Remote Similarity	0.6881	NPC36497
Remote Similarity	0.6789	NPC119329
Remote Similarity	0.6789	NPC469958
Remote Similarity	0.678	NPC242692
Remote Similarity	0.6757	NPC159367
Remote Similarity	0.6733	NPC324405
Remote Similarity	0.6727	NPC230677
Remote Similarity	0.6726	NPC66862
Remote Similarity	0.6723	NPC472458
Remote Similarity	0.6701	NPC192456
Remote Similarity	0.6701	NPC475724
Remote Similarity	0.67	NPC474458
Remote Similarity	0.6667	NPC311164
Remote Similarity	0.6667	NPC272732
Remote Similarity	0.6667	NPC169375
Remote Similarity	0.6637	NPC72753
Remote Similarity	0.6612	NPC109151
Remote Similarity	0.66	NPC75810
Remote Similarity	0.6598	NPC234193
Remote Similarity	0.6593	NPC245223
Remote Similarity	0.6574	NPC135799
Remote Similarity	0.6571	NPC477290
Remote Similarity	0.6569	NPC316186
Remote Similarity	0.6557	NPC237286
Remote Similarity	0.6542	NPC4834
Remote Similarity	0.6531	NPC264245
Remote Similarity	0.6526	NPC247325
Remote Similarity	0.6526	NPC476308
Remote Similarity	0.6526	NPC244488
Remote Similarity	0.6522	NPC475728
Remote Similarity	0.6505	NPC249312
Remote Similarity	0.6496	NPC165396
Remote Similarity	0.6495	NPC81306
Remote Similarity	0.6495	NPC84694
Remote Similarity	0.6495	NPC143182
Remote Similarity	0.6495	NPC109546
Remote Similarity	0.6495	NPC47982
Remote Similarity	0.6495	NPC30986
Remote Similarity	0.6495	NPC28862
Remote Similarity	0.6495	NPC209430
Remote Similarity	0.6491	NPC328052
Remote Similarity	0.6489	NPC476904
Remote Similarity	0.6484	NPC3202
Remote Similarity	0.6481	NPC140685
Remote Similarity	0.6465	NPC296701
Remote Similarity	0.6465	NPC218616
Remote Similarity	0.6465	NPC283277
Remote Similarity	0.6465	NPC49964
Remote Similarity	0.6465	NPC50964
Remote Similarity	0.6452	NPC21773
Remote Similarity	0.6452	NPC476329
Remote Similarity	0.6429	NPC209944
Remote Similarity	0.6429	NPC164840
Remote Similarity	0.6429	NPC241290
Remote Similarity	0.6415	NPC473314
Remote Similarity	0.6404	NPC175585
Remote Similarity	0.64	NPC82623
Remote Similarity	0.6392	NPC474216
Remote Similarity	0.6389	NPC474164
Remote Similarity	0.6389	NPC140300
Remote Similarity	0.6383	NPC474743
Remote Similarity	0.6364	NPC118275
Remote Similarity	0.6364	NPC23852
Remote Similarity	0.6364	NPC209620
Remote Similarity	0.6364	NPC47761
Remote Similarity	0.6354	NPC474231
Remote Similarity	0.6337	NPC15534
Remote Similarity	0.6337	NPC205845
Remote Similarity	0.633	NPC91604
Remote Similarity	0.6311	NPC469943
Remote Similarity	0.6308	NPC132847
Remote Similarity	0.6306	NPC176012
Remote Similarity	0.6304	NPC160209
Remote Similarity	0.63	NPC189972
Remote Similarity	0.63	NPC87489
Remote Similarity	0.63	NPC215474
Remote Similarity	0.63	NPC101462
Remote Similarity	0.6296	NPC247220
Remote Similarity	0.6296	NPC289140
Remote Similarity	0.6289	NPC474230
Remote Similarity	0.6275	NPC24733
Remote Similarity	0.6275	NPC274448
Remote Similarity	0.6275	NPC470360
Remote Similarity	0.625	NPC98765
Remote Similarity	0.625	NPC474563
Remote Similarity	0.6238	NPC474634
Remote Similarity	0.6238	NPC134481
Remote Similarity	0.6238	NPC470558
Remote Similarity	0.6238	NPC470384
Remote Similarity	0.6238	NPC475789
Remote Similarity	0.6238	NPC317458
Remote Similarity	0.6237	NPC138409
Remote Similarity	0.6224	NPC11908
Remote Similarity	0.6224	NPC473943
Remote Similarity	0.6224	NPC477514
Remote Similarity	0.6224	NPC79704
Remote Similarity	0.6214	NPC139724
Remote Similarity	0.6214	NPC261266
Remote Similarity	0.6214	NPC299068
Remote Similarity	0.62	NPC474683
Remote Similarity	0.62	NPC474752
Remote Similarity	0.62	NPC474731
Remote Similarity	0.62	NPC82986
Remote Similarity	0.62	NPC7505
Remote Similarity	0.62	NPC474759
Remote Similarity	0.6196	NPC69649
Remote Similarity	0.6196	NPC68703
Remote Similarity	0.6186	NPC321016
Remote Similarity	0.6186	NPC321381
Remote Similarity	0.6186	NPC107059
Remote Similarity	0.6186	NPC134330
Remote Similarity	0.6186	NPC7214
Remote Similarity	0.6186	NPC129165
Remote Similarity	0.6186	NPC113733
Remote Similarity	0.6176	NPC231310
Remote Similarity	0.6176	NPC474047
Remote Similarity	0.6176	NPC470077
Remote Similarity	0.6176	NPC238485
Remote Similarity	0.6176	NPC185568
Remote Similarity	0.6168	NPC93027
Remote Similarity	0.6154	NPC149224
Remote Similarity	0.6154	NPC304083
Remote Similarity	0.614	NPC258130
Remote Similarity	0.6139	NPC470049
Remote Similarity	0.6139	NPC202389
Remote Similarity	0.6132	NPC84171
Remote Similarity	0.6122	NPC91594
Remote Similarity	0.6122	NPC155986
Remote Similarity	0.6122	NPC475027
Remote Similarity	0.6122	NPC475025
Remote Similarity	0.6122	NPC198968
Remote Similarity	0.6122	NPC318495
Remote Similarity	0.6117	NPC269638
Remote Similarity	0.6117	NPC318390
Remote Similarity	0.6117	NPC147513
Remote Similarity	0.6117	NPC471224
Remote Similarity	0.6117	NPC266511
Remote Similarity	0.6117	NPC157257
Remote Similarity	0.6111	NPC477740
Remote Similarity	0.6105	NPC265789
Remote Similarity	0.6095	NPC4574
Remote Similarity	0.6095	NPC475605
Remote Similarity	0.6095	NPC212596
Remote Similarity	0.6095	NPC133588
Remote Similarity	0.6095	NPC471952
Remote Similarity	0.6091	NPC184033
Remote Similarity	0.6087	NPC46981
Remote Similarity	0.6087	NPC279434
Remote Similarity	0.6082	NPC136188
Remote Similarity	0.6082	NPC141071
Remote Similarity	0.6082	NPC162742
Remote Similarity	0.6082	NPC230301
Remote Similarity	0.6082	NPC257347
Remote Similarity	0.6082	NPC134847
Remote Similarity	0.6082	NPC125828
Remote Similarity	0.6082	NPC471468
Remote Similarity	0.6082	NPC22105
Remote Similarity	0.6082	NPC285893
Remote Similarity	0.6082	NPC28657
Remote Similarity	0.6082	NPC304309
Remote Similarity	0.6082	NPC288035
Remote Similarity	0.6082	NPC471723
Remote Similarity	0.6078	NPC246956
Remote Similarity	0.6066	NPC35037
Remote Similarity	0.6064	NPC472831
Remote Similarity	0.6064	NPC124384
Remote Similarity	0.6063	NPC471586
Remote Similarity	0.6061	NPC76931
Remote Similarity	0.6061	NPC285761
Remote Similarity	0.6061	NPC477522
Remote Similarity	0.6061	NPC167037
Remote Similarity	0.6061	NPC307965

Drug Structure

NPD5771 OpenBabel08211708292D 29 32 0 0 1 0 0 0 0 0999 V2000 3.3986 -6.5711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0508 -5.8464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1700 -5.9455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3813 -3.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8453 -2.4750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5351 -0.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0700 -1.9504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0703 -2.9257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6898 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6906 -2.9267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8442 -1.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5360 -3.4144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -1.9518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5354 -1.4631 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3808 -1.9509 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6904 -1.9513 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2264 -3.4139 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8447 -0.4877 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8445 -0.4882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2267 -4.3888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0971 -5.6440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3810 -2.9262 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8450 -1.4636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2995 -4.6903 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6894 -0.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9513 -5.0410 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1768 -0.8456 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7489 -5.9946 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 6 9 1 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 13 2 0 0 0 0 11 19 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 6 1 1 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 22 1 6 0 0 0 16 23 1 6 0 0 0 17 20 1 0 0 0 0 17 22 1 6 0 0 0 18 23 1 6 0 0 0 18 24 1 0 0 0 0 19 24 2 0 0 0 0 19 26 1 0 0 0 0 20 25 2 3 0 0 0 20 27 1 0 0 0 0 21 25 1 0 0 0 0 22 4 1 6 0 0 0 23 5 1 6 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000045
DrugBank	DB01216
ChEMBL	CHEMBL710
IUPHAR/BPS	6818
PharmaGKB	PA449627
KEGG Drug	D00321
PubChem CID	57363
ChEBI	5062
CAS Number	98319-26-7

Drug Properties

Molecular Weight	372.28
ALogP	1.8908
MLogP	3.55
XLogP	5.311
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	65.18
RO5 Violation	1