NPASS drugs

Drug Information

Drug ID:	NPD3667
Drug Name:	Dehydroepiandrosterone; Prasterone
Molecular Formula:	C19H28O2
Canonical SMILES:	O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CCC2=O)C)C1)C
Standard InCHI:	"InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1"
Standard InCHIKey:	FMGSKLZLMKYGDP-USOAJAOKSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3667

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	74697
0.1-0.2	118175
0.2-0.3	17047
0.3-0.4	1112
0.4-0.5	309
0.5-0.6	169
0.6-0.7	26
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC151519
High Similarity	1.0	NPC510389
High Similarity	1.0	NPC612036
Intermediate Similarity	0.7115	NPC20688
Intermediate Similarity	0.7115	NPC534745
Remote Similarity	0.6731	NPC115813
Remote Similarity	0.6604	NPC125091
Remote Similarity	0.6604	NPC221758
Remote Similarity	0.6604	NPC491551
Remote Similarity	0.6604	NPC611838
Remote Similarity	0.6481	NPC328313
Remote Similarity	0.6481	NPC498702
Remote Similarity	0.6364	NPC76879
Remote Similarity	0.6346	NPC496700
Remote Similarity	0.6316	NPC77380
Remote Similarity	0.6316	NPC33913
Remote Similarity	0.6316	NPC205777
Remote Similarity	0.6316	NPC59453
Remote Similarity	0.6275	NPC96319
Remote Similarity	0.6275	NPC602948
Remote Similarity	0.6271	NPC535373
Remote Similarity	0.625	NPC51014
Remote Similarity	0.6207	NPC529438
Remote Similarity	0.6038	NPC8925
Remote Similarity	0.6038	NPC279793
Remote Similarity	0.6034	NPC472265
Remote Similarity	0.6034	NPC25833
Remote Similarity	0.6034	NPC316848
Remote Similarity	0.6034	NPC532774
Remote Similarity	0.6	NPC246834
Remote Similarity	0.6	NPC102854
Remote Similarity	0.5932	NPC510341
Remote Similarity	0.5862	NPC328351
Remote Similarity	0.5862	NPC320867
Remote Similarity	0.5862	NPC115984
Remote Similarity	0.5833	NPC243985
Remote Similarity	0.5833	NPC306662
Remote Similarity	0.5833	NPC280710
Remote Similarity	0.5833	NPC240650
Remote Similarity	0.5833	NPC136073
Remote Similarity	0.5833	NPC517904
Remote Similarity	0.5833	NPC522019
Remote Similarity	0.5833	NPC539637
Remote Similarity	0.5833	NPC540860
Remote Similarity	0.5833	NPC571041
Remote Similarity	0.5833	NPC607786
Remote Similarity	0.5833	NPC608376
Remote Similarity	0.5818	NPC207023
Remote Similarity	0.5818	NPC210796
Remote Similarity	0.5818	NPC162742
Remote Similarity	0.5818	NPC146728
Remote Similarity	0.5818	NPC326409
Remote Similarity	0.5818	NPC225405
Remote Similarity	0.5818	NPC79406
Remote Similarity	0.5818	NPC160720
Remote Similarity	0.5818	NPC304309
Remote Similarity	0.5818	NPC174213
Remote Similarity	0.5818	NPC470228
Remote Similarity	0.5818	NPC51357
Remote Similarity	0.5818	NPC219601
Remote Similarity	0.5818	NPC187602
Remote Similarity	0.5818	NPC234247
Remote Similarity	0.5818	NPC301879
Remote Similarity	0.5818	NPC260619
Remote Similarity	0.5818	NPC217210
Remote Similarity	0.5818	NPC230242
Remote Similarity	0.5818	NPC64434
Remote Similarity	0.5818	NPC35699
Remote Similarity	0.5818	NPC494192
Remote Similarity	0.5818	NPC515965
Remote Similarity	0.5818	NPC539977
Remote Similarity	0.5818	NPC548566
Remote Similarity	0.5818	NPC557976
Remote Similarity	0.5818	NPC573709
Remote Similarity	0.5818	NPC581597
Remote Similarity	0.5818	NPC585500
Remote Similarity	0.5818	NPC602285
Remote Similarity	0.5789	NPC510168
Remote Similarity	0.5789	NPC551427
Remote Similarity	0.5714	NPC58208
Remote Similarity	0.5714	NPC22105
Remote Similarity	0.5714	NPC329222
Remote Similarity	0.5714	NPC34019
Remote Similarity	0.5714	NPC67816
Remote Similarity	0.5714	NPC107059
Remote Similarity	0.5714	NPC66995
Remote Similarity	0.5714	NPC222065
Remote Similarity	0.5714	NPC292421
Remote Similarity	0.5714	NPC498676
Remote Similarity	0.5714	NPC531077
Remote Similarity	0.5714	NPC557306
Remote Similarity	0.5714	NPC558039
Remote Similarity	0.5714	NPC600590
Remote Similarity	0.5714	NPC602989
Remote Similarity	0.569	NPC129849
Remote Similarity	0.569	NPC95713
Remote Similarity	0.5667	NPC319853
Remote Similarity	0.5645	NPC574004
Remote Similarity	0.5625	NPC35943
Remote Similarity	0.5614	NPC20012
Remote Similarity	0.5614	NPC40650
Remote Similarity	0.5614	NPC128653
Remote Similarity	0.5614	NPC293276
Remote Similarity	0.5614	NPC136188
Remote Similarity	0.5614	NPC28657
Remote Similarity	0.5614	NPC207057
Remote Similarity	0.5614	NPC246196
Remote Similarity	0.5614	NPC474216
Remote Similarity	0.5614	NPC243337
Remote Similarity	0.5614	NPC31249
Remote Similarity	0.5614	NPC116053
Remote Similarity	0.5614	NPC265636
Remote Similarity	0.5614	NPC45295
Remote Similarity	0.5614	NPC321251
Remote Similarity	0.5614	NPC62128
Remote Similarity	0.5614	NPC251794
Remote Similarity	0.5614	NPC64377
Remote Similarity	0.5614	NPC288963
Remote Similarity	0.5614	NPC326948
Remote Similarity	0.5614	NPC288645
Remote Similarity	0.5614	NPC277155
Remote Similarity	0.5614	NPC97603
Remote Similarity	0.5614	NPC154330
Remote Similarity	0.5614	NPC9202
Remote Similarity	0.5614	NPC544489
Remote Similarity	0.5614	NPC553224
Remote Similarity	0.5614	NPC590527
Remote Similarity	0.5614	NPC600329
Remote Similarity	0.5614	NPC611927
Remote Similarity	0.5574	NPC515376
Remote Similarity	0.5517	NPC161193
Remote Similarity	0.5517	NPC13362
Remote Similarity	0.5517	NPC16511
Remote Similarity	0.5517	NPC150398
Remote Similarity	0.5517	NPC137944
Remote Similarity	0.5517	NPC106770
Remote Similarity	0.5517	NPC22293
Remote Similarity	0.5517	NPC67267
Remote Similarity	0.5517	NPC230301
Remote Similarity	0.5517	NPC98682
Remote Similarity	0.5517	NPC108367
Remote Similarity	0.5517	NPC290613
Remote Similarity	0.5517	NPC328788
Remote Similarity	0.5517	NPC238379
Remote Similarity	0.5517	NPC187605
Remote Similarity	0.5517	NPC249045
Remote Similarity	0.5517	NPC325919
Remote Similarity	0.5517	NPC177116
Remote Similarity	0.5517	NPC160
Remote Similarity	0.5517	NPC32710
Remote Similarity	0.5517	NPC192858
Remote Similarity	0.5517	NPC166190
Remote Similarity	0.5517	NPC278775
Remote Similarity	0.5517	NPC159362
Remote Similarity	0.5517	NPC284050
Remote Similarity	0.5517	NPC147475
Remote Similarity	0.5517	NPC36783
Remote Similarity	0.5517	NPC81455
Remote Similarity	0.5517	NPC177446
Remote Similarity	0.5517	NPC113733
Remote Similarity	0.5517	NPC37164
Remote Similarity	0.5517	NPC29
Remote Similarity	0.5517	NPC288035
Remote Similarity	0.5517	NPC198968
Remote Similarity	0.5517	NPC101584
Remote Similarity	0.5517	NPC285893
Remote Similarity	0.5517	NPC306478
Remote Similarity	0.5517	NPC48948
Remote Similarity	0.5517	NPC134847
Remote Similarity	0.5517	NPC310465
Remote Similarity	0.5517	NPC161162
Remote Similarity	0.5517	NPC217531
Remote Similarity	0.5517	NPC81058
Remote Similarity	0.5517	NPC88152
Remote Similarity	0.5517	NPC143203
Remote Similarity	0.5517	NPC327488
Remote Similarity	0.5517	NPC317429
Remote Similarity	0.5517	NPC93821
Remote Similarity	0.5517	NPC139940
Remote Similarity	0.5517	NPC307497
Remote Similarity	0.5517	NPC211976
Remote Similarity	0.5517	NPC289668
Remote Similarity	0.5517	NPC126803
Remote Similarity	0.5517	NPC14042
Remote Similarity	0.5517	NPC228513
Remote Similarity	0.5517	NPC157192
Remote Similarity	0.5517	NPC224430
Remote Similarity	0.5517	NPC232299
Remote Similarity	0.5517	NPC27657
Remote Similarity	0.5517	NPC236135
Remote Similarity	0.5517	NPC299453
Remote Similarity	0.5517	NPC211754
Remote Similarity	0.5517	NPC16943
Remote Similarity	0.5517	NPC102622
Remote Similarity	0.5517	NPC207126
Remote Similarity	0.5517	NPC83089
Remote Similarity	0.5517	NPC72042
Remote Similarity	0.5517	NPC199883
Remote Similarity	0.5517	NPC148518
Remote Similarity	0.5517	NPC493776

Drug Structure

NPD3667 OpenBabel08211703112D 22 25 0 0 1 0 0 0 0 0999 V2000 2.5147 -0.4475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6772 -2.9024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8389 -2.4187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6749 -0.9677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6752 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1902 -1.4499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6764 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3525 -0.9663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8381 0.4841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3530 -2.9019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5153 -2.4182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1905 -2.4178 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8386 -1.4509 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0003 -0.9672 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6767 -0.9668 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8383 0.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5150 -1.4504 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 5.0284 -2.9011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8389 1.4837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8660 -2.4171 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 4 1 0 0 0 0 3 12 2 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 13 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 18 1 0 0 0 0 13 20 1 6 0 0 0 14 4 1 1 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 19 1 6 0 0 0 16 18 1 6 0 0 0 17 19 1 0 0 0 0 17 21 2 0 0 0 0 18 1 1 6 0 0 0 19 2 1 6 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001146; DIB009350
DrugBank	DB01708
ChEMBL	CHEMBL90593
IUPHAR/BPS	2370
PharmaGKB	PA451993
KEGG Drug	D08409
PubChem CID	5881
ChEBI	28689
CAS Number	53-43-0

Drug Properties

Molecular Weight	288.21
ALogP	0.175
MLogP	3.33
XLogP	3.035
HDA	2
HBD	1
Rotatable Bonds	3
TPSA	37.3
RO5 Violation	0