NPASS drugs

Drug Information

Drug ID:	NPD3759
Drug Name:
Molecular Formula:	C20H14ClN3O3S
Canonical SMILES:	OC(=O)Cn1c(cc2c1cccc2)C(=Nc1scc(n1)c1ccccc1Cl)O
Standard InCHI:	InChI=1S/C20H14ClN3O3S/c21-14-7-3-2-6-13(14)15-11-28-20(22-15)23-19(27)17-9-12-5-1-4-8-16(12)24(17)10-18(25)26/h1-9,11H,10H2,(H,25,26)(H,22,23,27)
Standard InCHIKey:	ILNRQFBVVQUOLP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3759

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	413
0.1-0.2	4627
0.2-0.3	12431
0.3-0.4	9331
0.4-0.5	2127
0.5-0.6	1776
0.6-0.7	185
0.7-0.8	0
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
Remote Similarity	0.689	NPC249662
Remote Similarity	0.6777	NPC39092
Remote Similarity	0.6748	NPC478030
Remote Similarity	0.6683	NPC158129
Remote Similarity	0.6682	NPC49051
Remote Similarity	0.6667	NPC82370
Remote Similarity	0.6611	NPC315062
Remote Similarity	0.6607	NPC57398
Remote Similarity	0.6598	NPC316411
Remote Similarity	0.659	NPC188104
Remote Similarity	0.6555	NPC192712
Remote Similarity	0.6542	NPC267853
Remote Similarity	0.652	NPC141353
Remote Similarity	0.6515	NPC244897
Remote Similarity	0.6509	NPC134586
Remote Similarity	0.6479	NPC211997
Remote Similarity	0.6462	NPC469938
Remote Similarity	0.6453	NPC79386
Remote Similarity	0.6438	NPC321708
Remote Similarity	0.6432	NPC143325
Remote Similarity	0.6393	NPC238242
Remote Similarity	0.6376	NPC96016
Remote Similarity	0.636	NPC229893
Remote Similarity	0.636	NPC475774
Remote Similarity	0.6356	NPC474916
Remote Similarity	0.6346	NPC322644
Remote Similarity	0.6343	NPC164228
Remote Similarity	0.6341	NPC104712
Remote Similarity	0.6326	NPC248454
Remote Similarity	0.6311	NPC141454
Remote Similarity	0.6307	NPC153467
Remote Similarity	0.6305	NPC295452
Remote Similarity	0.6305	NPC171393
Remote Similarity	0.6301	NPC15102
Remote Similarity	0.629	NPC472289
Remote Similarity	0.6288	NPC138562
Remote Similarity	0.6286	NPC63279
Remote Similarity	0.6283	NPC131887
Remote Similarity	0.6283	NPC102008
Remote Similarity	0.6282	NPC75726
Remote Similarity	0.6282	NPC31385
Remote Similarity	0.6282	NPC110602
Remote Similarity	0.6279	NPC41982
Remote Similarity	0.6271	NPC36405
Remote Similarity	0.6261	NPC122427
Remote Similarity	0.6261	NPC329961
Remote Similarity	0.626	NPC297642
Remote Similarity	0.6255	NPC33949
Remote Similarity	0.625	NPC217372
Remote Similarity	0.625	NPC59269
Remote Similarity	0.625	NPC15573
Remote Similarity	0.625	NPC473178
Remote Similarity	0.625	NPC183662
Remote Similarity	0.6245	NPC472285
Remote Similarity	0.624	NPC103687
Remote Similarity	0.624	NPC132631
Remote Similarity	0.6239	NPC272483
Remote Similarity	0.6221	NPC219336
Remote Similarity	0.622	NPC323198
Remote Similarity	0.622	NPC220852
Remote Similarity	0.6213	NPC251036
Remote Similarity	0.6211	NPC67288
Remote Similarity	0.621	NPC163055
Remote Similarity	0.621	NPC285343
Remote Similarity	0.621	NPC143533
Remote Similarity	0.621	NPC28945
Remote Similarity	0.6204	NPC56618
Remote Similarity	0.6204	NPC300114
Remote Similarity	0.6186	NPC282247
Remote Similarity	0.6184	NPC161108
Remote Similarity	0.6183	NPC314056
Remote Similarity	0.6174	NPC193761
Remote Similarity	0.6172	NPC153400
Remote Similarity	0.6168	NPC476103
Remote Similarity	0.6164	NPC477891
Remote Similarity	0.6164	NPC314394
Remote Similarity	0.6157	NPC130570
Remote Similarity	0.615	NPC195314
Remote Similarity	0.6147	NPC283219
Remote Similarity	0.6147	NPC165599
Remote Similarity	0.6147	NPC126709
Remote Similarity	0.6147	NPC248041
Remote Similarity	0.6147	NPC476098
Remote Similarity	0.6145	NPC177056
Remote Similarity	0.6143	NPC92796
Remote Similarity	0.6143	NPC135141
Remote Similarity	0.614	NPC212213
Remote Similarity	0.6136	NPC48938
Remote Similarity	0.6133	NPC165538
Remote Similarity	0.613	NPC471944
Remote Similarity	0.6122	NPC315822
Remote Similarity	0.6121	NPC473376
Remote Similarity	0.6115	NPC74619
Remote Similarity	0.6114	NPC131718
Remote Similarity	0.6113	NPC478013
Remote Similarity	0.6113	NPC165743
Remote Similarity	0.6111	NPC208060
Remote Similarity	0.6109	NPC207851
Remote Similarity	0.6107	NPC75609
Remote Similarity	0.6107	NPC140284
Remote Similarity	0.6101	NPC64436
Remote Similarity	0.6101	NPC293472
Remote Similarity	0.6101	NPC161242
Remote Similarity	0.61	NPC272174
Remote Similarity	0.61	NPC132642
Remote Similarity	0.6095	NPC129721
Remote Similarity	0.6091	NPC192270
Remote Similarity	0.6085	NPC14877
Remote Similarity	0.6085	NPC475350
Remote Similarity	0.6085	NPC145178
Remote Similarity	0.6083	NPC110500
Remote Similarity	0.6083	NPC149155
Remote Similarity	0.6083	NPC203468
Remote Similarity	0.6081	NPC241025
Remote Similarity	0.608	NPC15801
Remote Similarity	0.6079	NPC276517
Remote Similarity	0.6079	NPC57994
Remote Similarity	0.6079	NPC289299
Remote Similarity	0.6074	NPC473317
Remote Similarity	0.6074	NPC474896
Remote Similarity	0.6073	NPC119006
Remote Similarity	0.607	NPC306376
Remote Similarity	0.6068	NPC244741
Remote Similarity	0.6068	NPC323927
Remote Similarity	0.6064	NPC263937
Remote Similarity	0.6064	NPC94428
Remote Similarity	0.6059	NPC60553
Remote Similarity	0.6056	NPC476118
Remote Similarity	0.6056	NPC8104
Remote Similarity	0.6055	NPC288785
Remote Similarity	0.6055	NPC267885
Remote Similarity	0.6049	NPC31097
Remote Similarity	0.6049	NPC478141
Remote Similarity	0.6048	NPC285469
Remote Similarity	0.6047	NPC24990
Remote Similarity	0.6047	NPC63751
Remote Similarity	0.6045	NPC263485
Remote Similarity	0.6045	NPC91179
Remote Similarity	0.6045	NPC25316
Remote Similarity	0.6045	NPC229160
Remote Similarity	0.6044	NPC83111
Remote Similarity	0.6041	NPC2497
Remote Similarity	0.6036	NPC472119
Remote Similarity	0.6034	NPC211813
Remote Similarity	0.6032	NPC472844
Remote Similarity	0.6032	NPC470730
Remote Similarity	0.6032	NPC477175
Remote Similarity	0.6032	NPC477176
Remote Similarity	0.6032	NPC470729
Remote Similarity	0.6027	NPC145885
Remote Similarity	0.6027	NPC111275
Remote Similarity	0.6027	NPC475534
Remote Similarity	0.6027	NPC476080
Remote Similarity	0.6027	NPC14113
Remote Similarity	0.6027	NPC84827
Remote Similarity	0.6027	NPC472323
Remote Similarity	0.6027	NPC326575
Remote Similarity	0.6025	NPC478157
Remote Similarity	0.6022	NPC478011
Remote Similarity	0.6022	NPC478012
Remote Similarity	0.6019	NPC164664
Remote Similarity	0.6018	NPC144114
Remote Similarity	0.6017	NPC315491
Remote Similarity	0.6017	NPC469589
Remote Similarity	0.6017	NPC45459
Remote Similarity	0.6009	NPC473189
Remote Similarity	0.6009	NPC53144
Remote Similarity	0.6009	NPC224632
Remote Similarity	0.6009	NPC200836
Remote Similarity	0.6008	NPC216221
Remote Similarity	0.6008	NPC477177
Remote Similarity	0.6008	NPC474877
Remote Similarity	0.6008	NPC475859
Remote Similarity	0.6008	NPC94157
Remote Similarity	0.6008	NPC475969
Remote Similarity	0.6	NPC213629
Remote Similarity	0.6	NPC239954
Remote Similarity	0.6	NPC49217
Remote Similarity	0.6	NPC133261
Remote Similarity	0.6	NPC125597
Remote Similarity	0.6	NPC62995
Remote Similarity	0.6	NPC475330
Remote Similarity	0.6	NPC41717
Remote Similarity	0.6	NPC314176
Remote Similarity	0.6	NPC243850
Remote Similarity	0.5992	NPC5145
Remote Similarity	0.5991	NPC159125
Remote Similarity	0.5991	NPC99666
Remote Similarity	0.5984	NPC253987
Remote Similarity	0.5983	NPC472259
Remote Similarity	0.5982	NPC150048
Remote Similarity	0.5982	NPC94752
Remote Similarity	0.5982	NPC62749
Remote Similarity	0.5982	NPC203754
Remote Similarity	0.5981	NPC216713
Remote Similarity	0.5981	NPC102423
Remote Similarity	0.5976	NPC35042
Remote Similarity	0.5974	NPC293917
Remote Similarity	0.5973	NPC174652
Remote Similarity	0.5973	NPC222592

Drug Structure

NPD3759 OpenBabel08211704332D 30 33 0 0 0 0 0 0 0 0999 V2000 0.4807 -5.1237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4826 -2.0779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3781 -3.0724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3854 -5.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4807 -4.1237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6736 -1.4901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4646 -3.4791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2514 -5.1237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5933 -2.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9727 -3.6625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3854 -3.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 -1.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6555 -2.8913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2514 -4.1237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2817 -4.6136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7420 -3.2981 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9945 -3.4546 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6126 -5.3567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2598 -4.8215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -1.6750 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 -4.9290 -4.0783 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 -2.5411 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 5 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 12 2 0 0 0 0 6 13 2 0 0 0 0 7 14 2 0 0 0 0 8 16 2 0 0 0 0 9 12 1 0 0 0 0 9 17 2 0 0 0 0 10 18 1 0 0 0 0 10 24 1 0 0 0 0 11 15 2 0 0 0 0 11 28 1 0 0 0 0 12 16 1 0 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 19 1 0 0 0 0 17 24 1 0 0 0 0 18 25 2 0 0 0 0 18 26 1 0 0 0 0 19 23 2 3 0 0 0 19 27 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 20 28 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000149
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	122077
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.04
ALogP	0.8249
MLogP	2.78
XLogP	5.165
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	115.95
RO5 Violation	1