NPASS drugs

Drug Information

Drug ID:	NPD4786
Drug Name:	pregnenolone
Molecular Formula:	C21H32O2
Canonical SMILES:	O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2C(=O)C)C)C1)C
Standard InCHI:	"InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1"
Standard InCHIKey:	ORNBQBCIOKFOEO-QGVNFLHTSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4786

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	61317
0.1-0.2	121553
0.2-0.3	25891
0.3-0.4	1858
0.4-0.5	570
0.5-0.6	0
0.6-0.7	154
0.7-0.8	41
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	4

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	NPC125091
High Similarity	1.0	NPC221758
High Similarity	1.0	NPC491551
High Similarity	1.0	NPC611838
High Similarity	0.8571	NPC51014
Intermediate Similarity	0.7708	NPC496700
Intermediate Similarity	0.7451	NPC328313
Intermediate Similarity	0.7347	NPC279793
Intermediate Similarity	0.7222	NPC472265
Intermediate Similarity	0.7222	NPC77380
Intermediate Similarity	0.7222	NPC33913
Intermediate Similarity	0.7222	NPC205777
Intermediate Similarity	0.7222	NPC59453
Intermediate Similarity	0.7091	NPC510341
Intermediate Similarity	0.7091	NPC529438
Intermediate Similarity	0.7059	NPC207023
Intermediate Similarity	0.7059	NPC210796
Intermediate Similarity	0.7059	NPC162742
Intermediate Similarity	0.7059	NPC146728
Intermediate Similarity	0.7059	NPC326409
Intermediate Similarity	0.7059	NPC225405
Intermediate Similarity	0.7059	NPC79406
Intermediate Similarity	0.7059	NPC160720
Intermediate Similarity	0.7059	NPC304309
Intermediate Similarity	0.7059	NPC174213
Intermediate Similarity	0.7059	NPC470228
Intermediate Similarity	0.7059	NPC51357
Intermediate Similarity	0.7059	NPC219601
Intermediate Similarity	0.7059	NPC187602
Intermediate Similarity	0.7059	NPC234247
Intermediate Similarity	0.7059	NPC301879
Intermediate Similarity	0.7059	NPC260619
Intermediate Similarity	0.7059	NPC217210
Intermediate Similarity	0.7059	NPC230242
Intermediate Similarity	0.7059	NPC64434
Intermediate Similarity	0.7059	NPC35699
Intermediate Similarity	0.7059	NPC494192
Intermediate Similarity	0.7059	NPC515965
Intermediate Similarity	0.7059	NPC539977
Intermediate Similarity	0.7059	NPC548566
Intermediate Similarity	0.7059	NPC557976
Intermediate Similarity	0.7059	NPC573709
Intermediate Similarity	0.7059	NPC581597
Intermediate Similarity	0.7059	NPC585500
Intermediate Similarity	0.7059	NPC602285
Intermediate Similarity	0.7037	NPC115984
Remote Similarity	0.6981	NPC510168
Remote Similarity	0.6981	NPC520949
Remote Similarity	0.6981	NPC551427
Remote Similarity	0.6923	NPC58208
Remote Similarity	0.6923	NPC22105
Remote Similarity	0.6923	NPC34019
Remote Similarity	0.6923	NPC67816
Remote Similarity	0.6923	NPC107059
Remote Similarity	0.6923	NPC66995
Remote Similarity	0.6923	NPC222065
Remote Similarity	0.6923	NPC292421
Remote Similarity	0.6923	NPC498676
Remote Similarity	0.6923	NPC531077
Remote Similarity	0.6923	NPC557306
Remote Similarity	0.6923	NPC558039
Remote Similarity	0.6923	NPC600590
Remote Similarity	0.6923	NPC602989
Remote Similarity	0.6842	NPC246834
Remote Similarity	0.6842	NPC102854
Remote Similarity	0.6792	NPC20012
Remote Similarity	0.6792	NPC40650
Remote Similarity	0.6792	NPC128653
Remote Similarity	0.6792	NPC293276
Remote Similarity	0.6792	NPC136188
Remote Similarity	0.6792	NPC28657
Remote Similarity	0.6792	NPC207057
Remote Similarity	0.6792	NPC246196
Remote Similarity	0.6792	NPC474216
Remote Similarity	0.6792	NPC243337
Remote Similarity	0.6792	NPC31249
Remote Similarity	0.6792	NPC116053
Remote Similarity	0.6792	NPC265636
Remote Similarity	0.6792	NPC45295
Remote Similarity	0.6792	NPC321251
Remote Similarity	0.6792	NPC62128
Remote Similarity	0.6792	NPC251794
Remote Similarity	0.6792	NPC64377
Remote Similarity	0.6792	NPC288963
Remote Similarity	0.6792	NPC326948
Remote Similarity	0.6792	NPC288645
Remote Similarity	0.6792	NPC277155
Remote Similarity	0.6792	NPC97603
Remote Similarity	0.6792	NPC154330
Remote Similarity	0.6792	NPC9202
Remote Similarity	0.6792	NPC544489
Remote Similarity	0.6792	NPC553224
Remote Similarity	0.6792	NPC590527
Remote Similarity	0.6792	NPC600329
Remote Similarity	0.6792	NPC611927
Remote Similarity	0.6786	NPC319853
Remote Similarity	0.6731	NPC115813
Remote Similarity	0.6727	NPC506797
Remote Similarity	0.6727	NPC555654
Remote Similarity	0.6667	NPC161193
Remote Similarity	0.6667	NPC13362
Remote Similarity	0.6667	NPC243985
Remote Similarity	0.6667	NPC16511
Remote Similarity	0.6667	NPC150398
Remote Similarity	0.6667	NPC137944
Remote Similarity	0.6667	NPC106770
Remote Similarity	0.6667	NPC22293
Remote Similarity	0.6667	NPC67267
Remote Similarity	0.6667	NPC230301
Remote Similarity	0.6667	NPC98682
Remote Similarity	0.6667	NPC108367
Remote Similarity	0.6667	NPC290613
Remote Similarity	0.6667	NPC306662
Remote Similarity	0.6667	NPC328788
Remote Similarity	0.6667	NPC238379
Remote Similarity	0.6667	NPC187605
Remote Similarity	0.6667	NPC249045
Remote Similarity	0.6667	NPC280710
Remote Similarity	0.6667	NPC325919
Remote Similarity	0.6667	NPC240650
Remote Similarity	0.6667	NPC177116
Remote Similarity	0.6667	NPC160
Remote Similarity	0.6667	NPC32710
Remote Similarity	0.6667	NPC192858
Remote Similarity	0.6667	NPC166190
Remote Similarity	0.6667	NPC278775
Remote Similarity	0.6667	NPC159362
Remote Similarity	0.6667	NPC284050
Remote Similarity	0.6667	NPC147475
Remote Similarity	0.6667	NPC36783
Remote Similarity	0.6667	NPC81455
Remote Similarity	0.6667	NPC177446
Remote Similarity	0.6667	NPC113733
Remote Similarity	0.6667	NPC37164
Remote Similarity	0.6667	NPC29
Remote Similarity	0.6667	NPC288035
Remote Similarity	0.6667	NPC198968
Remote Similarity	0.6667	NPC101584
Remote Similarity	0.6667	NPC285893
Remote Similarity	0.6667	NPC306478
Remote Similarity	0.6667	NPC48948
Remote Similarity	0.6667	NPC134847
Remote Similarity	0.6667	NPC310465
Remote Similarity	0.6667	NPC161162
Remote Similarity	0.6667	NPC217531
Remote Similarity	0.6667	NPC81058
Remote Similarity	0.6667	NPC88152
Remote Similarity	0.6667	NPC143203
Remote Similarity	0.6667	NPC136073
Remote Similarity	0.6667	NPC327488
Remote Similarity	0.6667	NPC317429
Remote Similarity	0.6667	NPC93821
Remote Similarity	0.6667	NPC139940
Remote Similarity	0.6667	NPC307497
Remote Similarity	0.6667	NPC211976
Remote Similarity	0.6667	NPC289668
Remote Similarity	0.6667	NPC126803
Remote Similarity	0.6667	NPC14042
Remote Similarity	0.6667	NPC228513
Remote Similarity	0.6667	NPC157192
Remote Similarity	0.6667	NPC224430
Remote Similarity	0.6667	NPC232299
Remote Similarity	0.6667	NPC27657
Remote Similarity	0.6667	NPC236135
Remote Similarity	0.6667	NPC299453
Remote Similarity	0.6667	NPC211754
Remote Similarity	0.6667	NPC16943
Remote Similarity	0.6667	NPC102622
Remote Similarity	0.6667	NPC207126
Remote Similarity	0.6667	NPC83089
Remote Similarity	0.6667	NPC72042
Remote Similarity	0.6667	NPC199883
Remote Similarity	0.6667	NPC148518
Remote Similarity	0.6667	NPC493776
Remote Similarity	0.6667	NPC497694
Remote Similarity	0.6667	NPC509491
Remote Similarity	0.6667	NPC515376
Remote Similarity	0.6667	NPC517904
Remote Similarity	0.6667	NPC521964
Remote Similarity	0.6667	NPC522019
Remote Similarity	0.6667	NPC528739
Remote Similarity	0.6667	NPC530750
Remote Similarity	0.6667	NPC535622
Remote Similarity	0.6667	NPC539637
Remote Similarity	0.6667	NPC540598
Remote Similarity	0.6667	NPC540860
Remote Similarity	0.6667	NPC550907
Remote Similarity	0.6667	NPC560245
Remote Similarity	0.6667	NPC565881
Remote Similarity	0.6667	NPC571041
Remote Similarity	0.6667	NPC573326
Remote Similarity	0.6667	NPC573464
Remote Similarity	0.6667	NPC575637
Remote Similarity	0.6667	NPC578885
Remote Similarity	0.6667	NPC580234
Remote Similarity	0.6667	NPC584190
Remote Similarity	0.6667	NPC587637
Remote Similarity	0.6667	NPC592118
Remote Similarity	0.6667	NPC597193
Remote Similarity	0.6667	NPC605459

Drug Structure

NPD4786 OpenBabel08211705272D 24 27 0 0 1 0 0 0 0 0999 V2000 -2.7958 3.6969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5246 2.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8409 -1.4573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6823 -0.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2057 1.4553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2054 0.4845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6814 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8417 1.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8406 0.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6831 1.9417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8411 -1.4569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3660 2.9117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -0.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6817 -0.9709 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6826 -0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3657 1.9413 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5240 0.4850 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8414 0.4855 0.0000 C 0 0 1 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 -2.5243 1.4558 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3311 3.0128 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5227 -1.4561 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2440 -0.8063 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 4 5 1 0 0 0 0 4 14 2 0 0 0 0 6 7 1 0 0 0 0 6 17 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 13 22 2 0 0 0 0 14 20 1 0 0 0 0 15 23 1 6 0 0 0 16 5 1 1 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 21 1 6 0 0 0 18 21 1 6 0 0 0 19 20 1 6 0 0 0 20 2 1 6 0 0 0 21 3 1 6 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016240
DrugBank
ChEMBL
IUPHAR/BPS	2376
PharmaGKB
KEGG Drug
PubChem CID	8955
ChEBI
CAS Number

Drug Properties

Molecular Weight	316.24
ALogP	0.261
MLogP	3.55
XLogP	4.833
HDA	2
HBD	1
Rotatable Bonds	5
TPSA	37.3
RO5 Violation	0