NPASS drugs

Drug Information

Drug ID:	NPD4159
Drug Name:	Trilostane
Molecular Formula:	C20H27NO3
Canonical SMILES:	N#CC1=C(O)[C@@H]2[C@]3([C@@](C1)(C)[C@H]1CC[C@]4([C@H]([C@@H]1CC3)CC[C@@H]4O)C)O2
Standard InCHI:	InChI=1S/C20H27NO3/c1-18-7-6-14-12(13(18)3-4-15(18)22)5-8-20-17(24-20)16(23)11(10-21)9-19(14,20)2/h12-15,17,22-23H,3-9H2,1-2H3/t12-,13-,14-,15-,17+,18-,19+,20+/m0/s1
Standard InCHIKey:	KVJXBPDAXMEYOA-CXANFOAXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4159

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	103
0.1-0.2	1100
0.2-0.3	3506
0.3-0.4	10429
0.4-0.5	8349
0.5-0.6	5224
0.6-0.7	2093
0.7-0.8	86
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	0.798	NPC114389
Intermediate Similarity	0.7745	NPC8774
Intermediate Similarity	0.7723	NPC137461
Intermediate Similarity	0.767	NPC227583
Intermediate Similarity	0.767	NPC72204
Intermediate Similarity	0.767	NPC12103
Intermediate Similarity	0.767	NPC98457
Intermediate Similarity	0.767	NPC210717
Intermediate Similarity	0.767	NPC103165
Intermediate Similarity	0.7653	NPC125399
Intermediate Similarity	0.7647	NPC127718
Intermediate Similarity	0.7647	NPC65402
Intermediate Similarity	0.7549	NPC307776
Intermediate Similarity	0.75	NPC288970
Intermediate Similarity	0.7453	NPC473510
Intermediate Similarity	0.7429	NPC210337
Intermediate Similarity	0.7429	NPC261807
Intermediate Similarity	0.7374	NPC474189
Intermediate Similarity	0.7374	NPC474349
Intermediate Similarity	0.7347	NPC132635
Intermediate Similarity	0.7333	NPC88009
Intermediate Similarity	0.7327	NPC471952
Intermediate Similarity	0.73	NPC255143
Intermediate Similarity	0.729	NPC230546
Intermediate Similarity	0.7273	NPC470077
Intermediate Similarity	0.7273	NPC474047
Intermediate Similarity	0.7255	NPC470361
Intermediate Similarity	0.7245	NPC470049
Intermediate Similarity	0.7228	NPC149224
Intermediate Similarity	0.7228	NPC476948
Intermediate Similarity	0.7222	NPC475617
Intermediate Similarity	0.7216	NPC22403
Intermediate Similarity	0.7212	NPC119379
Intermediate Similarity	0.72	NPC274448
Intermediate Similarity	0.72	NPC157257
Intermediate Similarity	0.72	NPC266511
Intermediate Similarity	0.7196	NPC303777
Intermediate Similarity	0.7196	NPC471784
Intermediate Similarity	0.7184	NPC291484
Intermediate Similarity	0.7184	NPC329596
Intermediate Similarity	0.7184	NPC3345
Intermediate Similarity	0.7184	NPC11216
Intermediate Similarity	0.7184	NPC80561
Intermediate Similarity	0.7184	NPC204188
Intermediate Similarity	0.7172	NPC475789
Intermediate Similarity	0.7172	NPC317458
Intermediate Similarity	0.7143	NPC474731
Intermediate Similarity	0.7143	NPC144202
Intermediate Similarity	0.7143	NPC82986
Intermediate Similarity	0.7143	NPC474752
Intermediate Similarity	0.7143	NPC7505
Intermediate Similarity	0.7143	NPC474683
Intermediate Similarity	0.7143	NPC474531
Intermediate Similarity	0.7143	NPC474759
Intermediate Similarity	0.713	NPC79303
Intermediate Similarity	0.7129	NPC94462
Intermediate Similarity	0.7117	NPC476592
Intermediate Similarity	0.7115	NPC41554
Intermediate Similarity	0.7115	NPC97404
Intermediate Similarity	0.71	NPC185568
Intermediate Similarity	0.7091	NPC474124
Intermediate Similarity	0.708	NPC128133
Intermediate Similarity	0.7071	NPC155521
Intermediate Similarity	0.7071	NPC471408
Intermediate Similarity	0.7071	NPC7988
Intermediate Similarity	0.7071	NPC30166
Intermediate Similarity	0.7064	NPC476896
Intermediate Similarity	0.7064	NPC476897
Intermediate Similarity	0.7054	NPC144459
Intermediate Similarity	0.7048	NPC274046
Intermediate Similarity	0.7048	NPC198074
Intermediate Similarity	0.7048	NPC27531
Intermediate Similarity	0.7048	NPC98193
Intermediate Similarity	0.7041	NPC236112
Intermediate Similarity	0.703	NPC318390
Intermediate Similarity	0.7027	NPC473543
Intermediate Similarity	0.7019	NPC475751
Intermediate Similarity	0.7019	NPC295668
Intermediate Similarity	0.7019	NPC473956
Intermediate Similarity	0.7018	NPC472215
Intermediate Similarity	0.7018	NPC472214
Intermediate Similarity	0.7	NPC474634
Intermediate Similarity	0.7	NPC476471
Intermediate Similarity	0.7	NPC470558
Intermediate Similarity	0.7	NPC475344
Intermediate Similarity	0.7	NPC469316
Remote Similarity	0.699	NPC133588
Remote Similarity	0.699	NPC474668
Remote Similarity	0.699	NPC67872
Remote Similarity	0.6979	NPC96319
Remote Similarity	0.6979	NPC470145
Remote Similarity	0.6972	NPC271295
Remote Similarity	0.6972	NPC188968
Remote Similarity	0.697	NPC70927
Remote Similarity	0.6961	NPC121981
Remote Similarity	0.6961	NPC6391
Remote Similarity	0.6961	NPC269058
Remote Similarity	0.6961	NPC281316
Remote Similarity	0.6961	NPC152808
Remote Similarity	0.6961	NPC293287
Remote Similarity	0.6961	NPC71520
Remote Similarity	0.6952	NPC471453
Remote Similarity	0.6952	NPC210268
Remote Similarity	0.6952	NPC275671
Remote Similarity	0.6949	NPC185287
Remote Similarity	0.6944	NPC231751
Remote Similarity	0.6944	NPC474994
Remote Similarity	0.6944	NPC476040
Remote Similarity	0.6944	NPC476021
Remote Similarity	0.6944	NPC475033
Remote Similarity	0.6944	NPC475032
Remote Similarity	0.6939	NPC1319
Remote Similarity	0.6939	NPC328714
Remote Similarity	0.6937	NPC474822
Remote Similarity	0.6937	NPC324001
Remote Similarity	0.6937	NPC473523
Remote Similarity	0.6931	NPC15534
Remote Similarity	0.6931	NPC205845
Remote Similarity	0.693	NPC472901
Remote Similarity	0.693	NPC173905
Remote Similarity	0.693	NPC472216
Remote Similarity	0.693	NPC5475
Remote Similarity	0.693	NPC284828
Remote Similarity	0.693	NPC299590
Remote Similarity	0.6923	NPC473647
Remote Similarity	0.6923	NPC105495
Remote Similarity	0.6923	NPC109744
Remote Similarity	0.6917	NPC112936
Remote Similarity	0.69	NPC49964
Remote Similarity	0.69	NPC101462
Remote Similarity	0.6897	NPC473567
Remote Similarity	0.6897	NPC216595
Remote Similarity	0.6893	NPC470620
Remote Similarity	0.6893	NPC233744
Remote Similarity	0.6887	NPC310013
Remote Similarity	0.6887	NPC27918
Remote Similarity	0.6881	NPC275865
Remote Similarity	0.6881	NPC476895
Remote Similarity	0.6875	NPC476593
Remote Similarity	0.6875	NPC476595
Remote Similarity	0.6875	NPC471111
Remote Similarity	0.6869	NPC13554
Remote Similarity	0.6863	NPC477578
Remote Similarity	0.6863	NPC470360
Remote Similarity	0.6857	NPC473269
Remote Similarity	0.6857	NPC197107
Remote Similarity	0.6852	NPC129569
Remote Similarity	0.6847	NPC470972
Remote Similarity	0.6847	NPC185530
Remote Similarity	0.6842	NPC50124
Remote Similarity	0.6838	NPC317210
Remote Similarity	0.6837	NPC477522
Remote Similarity	0.6837	NPC137587
Remote Similarity	0.6837	NPC52755
Remote Similarity	0.6837	NPC476314
Remote Similarity	0.6833	NPC35171
Remote Similarity	0.6833	NPC264954
Remote Similarity	0.6833	NPC278681
Remote Similarity	0.6833	NPC213761
Remote Similarity	0.6832	NPC477978
Remote Similarity	0.6832	NPC207013
Remote Similarity	0.6827	NPC473436
Remote Similarity	0.6827	NPC475664
Remote Similarity	0.6827	NPC280556
Remote Similarity	0.6822	NPC477605
Remote Similarity	0.6818	NPC471242
Remote Similarity	0.6818	NPC38855
Remote Similarity	0.6818	NPC473176
Remote Similarity	0.6814	NPC474015
Remote Similarity	0.6814	NPC186668
Remote Similarity	0.6814	NPC81630
Remote Similarity	0.681	NPC473021
Remote Similarity	0.681	NPC472987
Remote Similarity	0.6807	NPC470492
Remote Similarity	0.6807	NPC157380
Remote Similarity	0.68	NPC116202
Remote Similarity	0.68	NPC6707
Remote Similarity	0.68	NPC264245
Remote Similarity	0.68	NPC470383
Remote Similarity	0.68	NPC47761
Remote Similarity	0.6796	NPC261266
Remote Similarity	0.6796	NPC201273
Remote Similarity	0.6796	NPC299068
Remote Similarity	0.6792	NPC473166
Remote Similarity	0.6792	NPC262870
Remote Similarity	0.6789	NPC254121
Remote Similarity	0.6789	NPC476893
Remote Similarity	0.6789	NPC274793
Remote Similarity	0.6789	NPC477226
Remote Similarity	0.6789	NPC26307
Remote Similarity	0.6786	NPC187302
Remote Similarity	0.6786	NPC472821
Remote Similarity	0.6786	NPC196471
Remote Similarity	0.6786	NPC97487
Remote Similarity	0.6786	NPC10232
Remote Similarity	0.6786	NPC475701
Remote Similarity	0.6786	NPC189588
Remote Similarity	0.6786	NPC26478
Remote Similarity	0.678	NPC284915
Remote Similarity	0.6777	NPC474370

Drug Structure

NPD4159 OpenBabel08211704332D 26 30 0 0 1 0 0 0 0 0999 V2000 2.5327 -4.4153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -2.9549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2188 -2.4344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2191 -3.4082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6878 -0.9735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8446 -3.4092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6887 -3.8962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8429 -2.4358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5298 -2.4360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6864 -1.9489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6881 -1.9479 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5322 -2.4349 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8443 -2.4353 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3765 -3.8957 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6866 -0.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8435 -0.4870 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5324 -3.4087 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -1.9484 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.9739 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0166 -3.2795 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3771 -4.8691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5303 -0.4878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3030 -5.1694 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3736 -0.9752 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 19 1 0 0 0 0 3 4 1 0 0 0 0 3 13 1 0 0 0 0 4 15 1 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 18 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 21 3 0 0 0 0 11 16 2 0 0 0 0 12 5 1 1 0 0 0 12 13 1 0 0 0 0 12 14 1 0 0 0 0 13 18 1 6 0 0 0 14 19 1 6 0 0 0 15 18 1 6 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 17 20 1 6 0 0 0 17 24 1 0 0 0 0 18 1 1 6 0 0 0 19 20 1 6 0 0 0 20 8 1 6 0 0 0 20 24 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000148
DrugBank	DB01108
ChEMBL	CHEMBL1200907
IUPHAR/BPS	6850
PharmaGKB	PA164748507
KEGG Drug	D01180
PubChem CID	656583
ChEBI	32260
CAS Number	13647-35-3

Drug Properties

Molecular Weight	329.20
ALogP	0.1664
MLogP	3.22
XLogP	2.644
HDA	4
HBD	2
Rotatable Bonds	4
TPSA	76.78
RO5 Violation	0