NPASS drugs

Drug Information

Drug ID:	NPD3948
Drug Name:	S-312-d
Molecular Formula:	C20H22N2O4S
Canonical SMILES:	COC(=O)C1=C(C)Nc2c([C@H]1c1cccc(c1)N(=O)=O)c(cs2)CC(C)C
Standard InCHI:	InChI=1S/C20H22N2O4S/c1-11(2)8-14-10-27-19-18(14)17(16(12(3)21-19)20(23)26-4)13-6-5-7-15(9-13)22(24)25/h5-7,9-11,17,21H,8H2,1-4H3/t17-/m0/s1
Standard InCHIKey:	UTLPUICHKZBRCI-KRWDZBQOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3948

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	204
0.1-0.2	1315
0.2-0.3	5468
0.3-0.4	14597
0.4-0.5	7852
0.5-0.6	1378
0.6-0.7	73
0.7-0.8	3
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	0.7636	NPC190945
Intermediate Similarity	0.75	NPC36836
Intermediate Similarity	0.75	NPC63370
Remote Similarity	0.6966	NPC123241
Remote Similarity	0.6851	NPC293458
Remote Similarity	0.6833	NPC193410
Remote Similarity	0.6796	NPC248117
Remote Similarity	0.6778	NPC61013
Remote Similarity	0.6738	NPC329338
Remote Similarity	0.6738	NPC469726
Remote Similarity	0.6726	NPC130655
Remote Similarity	0.6667	NPC186669
Remote Similarity	0.6613	NPC224970
Remote Similarity	0.6613	NPC167724
Remote Similarity	0.6613	NPC223595
Remote Similarity	0.6526	NPC264482
Remote Similarity	0.6526	NPC203202
Remote Similarity	0.6495	NPC97584
Remote Similarity	0.6467	NPC36495
Remote Similarity	0.6458	NPC6974
Remote Similarity	0.6373	NPC218594
Remote Similarity	0.6373	NPC99043
Remote Similarity	0.6344	NPC474058
Remote Similarity	0.631	NPC99632
Remote Similarity	0.631	NPC282339
Remote Similarity	0.6276	NPC159963
Remote Similarity	0.6264	NPC473329
Remote Similarity	0.6264	NPC173295
Remote Similarity	0.6257	NPC282578
Remote Similarity	0.625	NPC5630
Remote Similarity	0.6231	NPC14994
Remote Similarity	0.6219	NPC203628
Remote Similarity	0.6219	NPC22476
Remote Similarity	0.6212	NPC49184
Remote Similarity	0.6207	NPC19692
Remote Similarity	0.6207	NPC220151
Remote Similarity	0.6185	NPC23908
Remote Similarity	0.6163	NPC477432
Remote Similarity	0.6146	NPC272483
Remote Similarity	0.6139	NPC25401
Remote Similarity	0.6138	NPC176983
Remote Similarity	0.6138	NPC286871
Remote Similarity	0.6129	NPC161827
Remote Similarity	0.612	NPC242000
Remote Similarity	0.6108	NPC279385
Remote Similarity	0.6108	NPC179605
Remote Similarity	0.6098	NPC245916
Remote Similarity	0.6098	NPC303214
Remote Similarity	0.6085	NPC225319
Remote Similarity	0.6075	NPC478076
Remote Similarity	0.6071	NPC103292
Remote Similarity	0.6054	NPC314223
Remote Similarity	0.6044	NPC472242
Remote Similarity	0.6042	NPC214960
Remote Similarity	0.6042	NPC279527
Remote Similarity	0.604	NPC196251
Remote Similarity	0.604	NPC102338
Remote Similarity	0.604	NPC111602
Remote Similarity	0.604	NPC63199
Remote Similarity	0.6036	NPC39818
Remote Similarity	0.6034	NPC242933
Remote Similarity	0.6034	NPC314473
Remote Similarity	0.6032	NPC97380
Remote Similarity	0.6032	NPC310403
Remote Similarity	0.6032	NPC148468
Remote Similarity	0.6032	NPC243673
Remote Similarity	0.6032	NPC63210
Remote Similarity	0.6032	NPC263709
Remote Similarity	0.6029	NPC232600
Remote Similarity	0.6029	NPC55493
Remote Similarity	0.6022	NPC308197
Remote Similarity	0.6021	NPC328270
Remote Similarity	0.602	NPC160381
Remote Similarity	0.6011	NPC159722
Remote Similarity	0.6	NPC177261
Remote Similarity	0.6	NPC285622
Remote Similarity	0.5989	NPC470822
Remote Similarity	0.598	NPC288305
Remote Similarity	0.5978	NPC319645
Remote Similarity	0.5977	NPC194562
Remote Similarity	0.5977	NPC187231
Remote Similarity	0.5971	NPC474121
Remote Similarity	0.597	NPC322621
Remote Similarity	0.597	NPC52262
Remote Similarity	0.5965	NPC192533
Remote Similarity	0.5965	NPC226794
Remote Similarity	0.596	NPC321211
Remote Similarity	0.5959	NPC472114
Remote Similarity	0.5959	NPC472115
Remote Similarity	0.5956	NPC477556
Remote Similarity	0.5943	NPC87714
Remote Similarity	0.5943	NPC475147
Remote Similarity	0.5942	NPC472293
Remote Similarity	0.5932	NPC253476
Remote Similarity	0.5931	NPC474059
Remote Similarity	0.5931	NPC314333
Remote Similarity	0.593	NPC470343
Remote Similarity	0.593	NPC472244
Remote Similarity	0.593	NPC283810
Remote Similarity	0.5926	NPC29285
Remote Similarity	0.5926	NPC469536
Remote Similarity	0.5922	NPC287358
Remote Similarity	0.592	NPC122235
Remote Similarity	0.592	NPC209389
Remote Similarity	0.5918	NPC307640
Remote Similarity	0.5915	NPC477161
Remote Similarity	0.5909	NPC260075
Remote Similarity	0.5907	NPC52059
Remote Similarity	0.5907	NPC470069
Remote Similarity	0.5897	NPC472118
Remote Similarity	0.5896	NPC314278
Remote Similarity	0.5895	NPC153694
Remote Similarity	0.5895	NPC211525
Remote Similarity	0.5888	NPC13367
Remote Similarity	0.5879	NPC472241
Remote Similarity	0.5877	NPC469732
Remote Similarity	0.5874	NPC472292
Remote Similarity	0.5869	NPC473239
Remote Similarity	0.586	NPC237649
Remote Similarity	0.586	NPC285192
Remote Similarity	0.586	NPC300596
Remote Similarity	0.5859	NPC84347
Remote Similarity	0.5857	NPC472297
Remote Similarity	0.5857	NPC472296
Remote Similarity	0.5855	NPC292143
Remote Similarity	0.5855	NPC139506
Remote Similarity	0.5852	NPC314098
Remote Similarity	0.585	NPC469896
Remote Similarity	0.5846	NPC470971
Remote Similarity	0.5845	NPC81802
Remote Similarity	0.5845	NPC269886
Remote Similarity	0.5845	NPC472210
Remote Similarity	0.5845	NPC472295
Remote Similarity	0.5845	NPC247735
Remote Similarity	0.5838	NPC96901
Remote Similarity	0.5838	NPC181138
Remote Similarity	0.5838	NPC293255
Remote Similarity	0.5838	NPC276993
Remote Similarity	0.5838	NPC298851
Remote Similarity	0.5838	NPC191310
Remote Similarity	0.5838	NPC474926
Remote Similarity	0.5838	NPC210415
Remote Similarity	0.5838	NPC21752
Remote Similarity	0.5833	NPC473815
Remote Similarity	0.5833	NPC309531
Remote Similarity	0.5833	NPC475133
Remote Similarity	0.5833	NPC201424
Remote Similarity	0.5833	NPC472102
Remote Similarity	0.5829	NPC294909
Remote Similarity	0.5829	NPC254240
Remote Similarity	0.5829	NPC199851
Remote Similarity	0.5829	NPC476326
Remote Similarity	0.5829	NPC312870
Remote Similarity	0.5829	NPC128265
Remote Similarity	0.5824	NPC43477
Remote Similarity	0.5817	NPC230313
Remote Similarity	0.5817	NPC243626
Remote Similarity	0.581	NPC218733
Remote Similarity	0.581	NPC265642
Remote Similarity	0.581	NPC132874
Remote Similarity	0.581	NPC138615
Remote Similarity	0.5803	NPC472121
Remote Similarity	0.5799	NPC471741
Remote Similarity	0.5798	NPC475763
Remote Similarity	0.5798	NPC243756
Remote Similarity	0.5795	NPC472245
Remote Similarity	0.5795	NPC314431
Remote Similarity	0.5795	NPC280807
Remote Similarity	0.5792	NPC471197
Remote Similarity	0.5792	NPC477159
Remote Similarity	0.5782	NPC241024
Remote Similarity	0.5777	NPC329858
Remote Similarity	0.5777	NPC473298
Remote Similarity	0.5773	NPC8104
Remote Similarity	0.5769	NPC472243
Remote Similarity	0.5767	NPC122106
Remote Similarity	0.5766	NPC471198
Remote Similarity	0.5765	NPC177684
Remote Similarity	0.5765	NPC291962
Remote Similarity	0.5765	NPC226143
Remote Similarity	0.5761	NPC478040
Remote Similarity	0.5758	NPC251212
Remote Similarity	0.5758	NPC139085
Remote Similarity	0.5758	NPC476425
Remote Similarity	0.5758	NPC214626
Remote Similarity	0.5756	NPC21425
Remote Similarity	0.5756	NPC181928
Remote Similarity	0.5756	NPC268534
Remote Similarity	0.5755	NPC214428
Remote Similarity	0.5753	NPC119722
Remote Similarity	0.5751	NPC143457
Remote Similarity	0.575	NPC248454
Remote Similarity	0.5747	NPC472165
Remote Similarity	0.5745	NPC318086
Remote Similarity	0.5743	NPC476428
Remote Similarity	0.5743	NPC472163
Remote Similarity	0.5736	NPC469915
Remote Similarity	0.5735	NPC100863
Remote Similarity	0.5731	NPC112373
Remote Similarity	0.5731	NPC161956

Drug Structure

NPD3948 OpenBabel08211704332D 28 30 0 0 1 0 0 0 0 0999 V2000 0.7832 -2.7111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4305 -3.2464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0733 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0733 -0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 -1.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7614 -2.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -1.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 0.6691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -2.3309 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 1.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0733 -2.8309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -2.8309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 2.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 13 1 0 0 0 0 7 15 2 0 0 0 0 8 11 1 0 0 0 0 8 14 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 14 2 0 0 0 0 10 27 1 0 0 0 0 12 16 2 0 0 0 0 12 21 1 0 0 0 0 14 18 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 13 1 6 0 0 0 17 18 1 0 0 0 0 18 19 2 0 0 0 0 19 21 1 0 0 0 0 19 27 1 0 0 0 0 20 23 2 0 0 0 0 20 26 1 0 0 0 0 21 28 1 0 0 0 0 22 24 2 0 0 0 0 22 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB017032
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	386.13
ALogP	2.0665
MLogP	2.89
XLogP	6.059
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	109.71
RO5 Violation	1