NPASS drugs

Drug Information

Drug ID:	NPD2862
Drug Name:	BI-L-357
Molecular Formula:	C18H18O4S
Canonical SMILES:	OC(=O)CCC(=O)Oc1c(C)cc(cc1C)/C=C/c1cccs1
Standard InCHI:	InChI=1S/C18H18O4S/c1-12-10-14(5-6-15-4-3-9-23-15)11-13(2)18(12)22-17(21)8-7-16(19)20/h3-6,9-11H,7-8H2,1-2H3,(H,19,20)/b6-5+
Standard InCHIKey:	OIDYLVFJAIPWBI-AATRIKPKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2862

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	190
0.1-0.2	1288
0.2-0.3	3361
0.3-0.4	9826
0.4-0.5	3855
0.5-0.6	8709
0.6-0.7	3634
0.7-0.8	27
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	0.7518	NPC89630
Intermediate Similarity	0.7319	NPC263754
Intermediate Similarity	0.7319	NPC183154
Intermediate Similarity	0.7299	NPC51345
Intermediate Similarity	0.7273	NPC470008
Intermediate Similarity	0.7246	NPC33717
Intermediate Similarity	0.7211	NPC475102
Intermediate Similarity	0.7163	NPC193193
Intermediate Similarity	0.7163	NPC31314
Intermediate Similarity	0.7153	NPC474237
Intermediate Similarity	0.7123	NPC95034
Intermediate Similarity	0.7123	NPC473993
Intermediate Similarity	0.7123	NPC142087
Intermediate Similarity	0.7095	NPC32463
Intermediate Similarity	0.7092	NPC264976
Intermediate Similarity	0.708	NPC199462
Intermediate Similarity	0.7078	NPC310370
Intermediate Similarity	0.7078	NPC183642
Intermediate Similarity	0.7068	NPC473393
Intermediate Similarity	0.7059	NPC473809
Intermediate Similarity	0.7042	NPC474874
Intermediate Similarity	0.7039	NPC223616
Intermediate Similarity	0.7023	NPC107101
Intermediate Similarity	0.7014	NPC302211
Intermediate Similarity	0.7007	NPC243688
Intermediate Similarity	0.7	NPC329427
Intermediate Similarity	0.7	NPC317601
Remote Similarity	0.6992	NPC283546
Remote Similarity	0.6986	NPC88403
Remote Similarity	0.6985	NPC259554
Remote Similarity	0.698	NPC86774
Remote Similarity	0.698	NPC327457
Remote Similarity	0.698	NPC282230
Remote Similarity	0.698	NPC183348
Remote Similarity	0.6972	NPC98748
Remote Similarity	0.697	NPC307425
Remote Similarity	0.6966	NPC273772
Remote Similarity	0.6966	NPC109675
Remote Similarity	0.6959	NPC185066
Remote Similarity	0.6954	NPC163557
Remote Similarity	0.6954	NPC31849
Remote Similarity	0.6948	NPC148738
Remote Similarity	0.6948	NPC327612
Remote Similarity	0.6948	NPC319870
Remote Similarity	0.6948	NPC73078
Remote Similarity	0.694	NPC473855
Remote Similarity	0.6933	NPC470976
Remote Similarity	0.6933	NPC470977
Remote Similarity	0.6933	NPC196979
Remote Similarity	0.6933	NPC15083
Remote Similarity	0.6929	NPC296526
Remote Similarity	0.6928	NPC246177
Remote Similarity	0.6928	NPC317045
Remote Similarity	0.6918	NPC73413
Remote Similarity	0.6918	NPC201667
Remote Similarity	0.6918	NPC27671
Remote Similarity	0.6913	NPC66246
Remote Similarity	0.6913	NPC474289
Remote Similarity	0.6913	NPC170546
Remote Similarity	0.6912	NPC291837
Remote Similarity	0.6908	NPC131950
Remote Similarity	0.6908	NPC55149
Remote Similarity	0.6908	NPC307412
Remote Similarity	0.6903	NPC71903
Remote Similarity	0.6901	NPC293424
Remote Similarity	0.6899	NPC295696
Remote Similarity	0.6899	NPC71739
Remote Similarity	0.6897	NPC150026
Remote Similarity	0.6892	NPC121104
Remote Similarity	0.6883	NPC155963
Remote Similarity	0.6875	NPC322569
Remote Similarity	0.6871	NPC244495
Remote Similarity	0.6871	NPC93219
Remote Similarity	0.6871	NPC81641
Remote Similarity	0.6871	NPC279118
Remote Similarity	0.6867	NPC2989
Remote Similarity	0.6863	NPC33986
Remote Similarity	0.6863	NPC61499
Remote Similarity	0.6861	NPC234639
Remote Similarity	0.6859	NPC170812
Remote Similarity	0.6857	NPC235250
Remote Similarity	0.6849	NPC472518
Remote Similarity	0.6846	NPC157212
Remote Similarity	0.6846	NPC472519
Remote Similarity	0.6846	NPC2401
Remote Similarity	0.6846	NPC219923
Remote Similarity	0.6842	NPC222036
Remote Similarity	0.6842	NPC7526
Remote Similarity	0.6839	NPC151946
Remote Similarity	0.6838	NPC157473
Remote Similarity	0.6838	NPC151530
Remote Similarity	0.6835	NPC280760
Remote Similarity	0.6824	NPC474476
Remote Similarity	0.6818	NPC26954
Remote Similarity	0.6818	NPC38099
Remote Similarity	0.6818	NPC283331
Remote Similarity	0.6815	NPC131971
Remote Similarity	0.6815	NPC470393
Remote Similarity	0.6812	NPC231251
Remote Similarity	0.6812	NPC25067
Remote Similarity	0.6812	NPC88868
Remote Similarity	0.6812	NPC141068
Remote Similarity	0.6809	NPC473718
Remote Similarity	0.6803	NPC229113
Remote Similarity	0.6803	NPC291899
Remote Similarity	0.68	NPC473019
Remote Similarity	0.68	NPC168710
Remote Similarity	0.68	NPC238309
Remote Similarity	0.6797	NPC98179
Remote Similarity	0.6797	NPC224475
Remote Similarity	0.6797	NPC204353
Remote Similarity	0.6797	NPC253574
Remote Similarity	0.6797	NPC180716
Remote Similarity	0.6797	NPC213173
Remote Similarity	0.6797	NPC326600
Remote Similarity	0.6797	NPC473054
Remote Similarity	0.6797	NPC62366
Remote Similarity	0.6797	NPC50896
Remote Similarity	0.6795	NPC312881
Remote Similarity	0.6792	NPC108994
Remote Similarity	0.6792	NPC106126
Remote Similarity	0.6786	NPC109241
Remote Similarity	0.6786	NPC35344
Remote Similarity	0.6786	NPC141003
Remote Similarity	0.6783	NPC159916
Remote Similarity	0.6781	NPC476332
Remote Similarity	0.6781	NPC96286
Remote Similarity	0.6781	NPC248429
Remote Similarity	0.6781	NPC311219
Remote Similarity	0.6781	NPC473464
Remote Similarity	0.6779	NPC37512
Remote Similarity	0.6779	NPC224774
Remote Similarity	0.6779	NPC121740
Remote Similarity	0.6779	NPC258567
Remote Similarity	0.6776	NPC194277
Remote Similarity	0.6776	NPC307289
Remote Similarity	0.6776	NPC14248
Remote Similarity	0.677	NPC236166
Remote Similarity	0.6766	NPC244750
Remote Similarity	0.6765	NPC176971
Remote Similarity	0.6763	NPC233238
Remote Similarity	0.6757	NPC202594
Remote Similarity	0.6757	NPC471827
Remote Similarity	0.6757	NPC232692
Remote Similarity	0.6757	NPC471828
Remote Similarity	0.6757	NPC168259
Remote Similarity	0.6757	NPC170749
Remote Similarity	0.6755	NPC113098
Remote Similarity	0.6755	NPC249425
Remote Similarity	0.6755	NPC109778
Remote Similarity	0.6753	NPC472525
Remote Similarity	0.6752	NPC152771
Remote Similarity	0.6752	NPC287286
Remote Similarity	0.6752	NPC195357
Remote Similarity	0.6741	NPC108875
Remote Similarity	0.6741	NPC38079
Remote Similarity	0.6739	NPC471954
Remote Similarity	0.6739	NPC75272
Remote Similarity	0.6738	NPC161696
Remote Similarity	0.6738	NPC32356
Remote Similarity	0.6735	NPC315807
Remote Similarity	0.6735	NPC50720
Remote Similarity	0.6733	NPC478215
Remote Similarity	0.6733	NPC176590
Remote Similarity	0.6733	NPC469453
Remote Similarity	0.6733	NPC81261
Remote Similarity	0.6732	NPC55147
Remote Similarity	0.6732	NPC83535
Remote Similarity	0.6732	NPC54503
Remote Similarity	0.6731	NPC47040
Remote Similarity	0.6731	NPC35501
Remote Similarity	0.6731	NPC279573
Remote Similarity	0.6731	NPC211110
Remote Similarity	0.6731	NPC278600
Remote Similarity	0.6731	NPC144512
Remote Similarity	0.6731	NPC137262
Remote Similarity	0.6731	NPC37428
Remote Similarity	0.6731	NPC62735
Remote Similarity	0.6731	NPC221046
Remote Similarity	0.673	NPC36181
Remote Similarity	0.6726	NPC145990
Remote Similarity	0.6726	NPC115432
Remote Similarity	0.6726	NPC260296
Remote Similarity	0.6712	NPC52247
Remote Similarity	0.6712	NPC251259
Remote Similarity	0.6712	NPC144418
Remote Similarity	0.6712	NPC187868
Remote Similarity	0.6711	NPC150011
Remote Similarity	0.6711	NPC188327
Remote Similarity	0.6711	NPC280653
Remote Similarity	0.6711	NPC206224
Remote Similarity	0.6711	NPC236014
Remote Similarity	0.6711	NPC475236
Remote Similarity	0.6711	NPC207892
Remote Similarity	0.6711	NPC129106
Remote Similarity	0.6711	NPC476166
Remote Similarity	0.6711	NPC12875
Remote Similarity	0.6711	NPC228369
Remote Similarity	0.6711	NPC268917
Remote Similarity	0.6711	NPC164574

Drug Structure

NPD2862 OpenBabel08211702562D 24 25 0 0 0 0 0 0 0 0999 V2000 -3.5686 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8988 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7648 -0.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8988 -2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.9945 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 -8.7648 -2.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 4 1 0 0 0 0 3 9 2 0 0 0 0 4 15 2 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 23 1 0 0 0 0 10 12 1 0 0 0 0 10 14 2 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 18 2 0 0 0 0 13 18 1 0 0 0 0 15 23 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 22 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013547
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	330.09
ALogP	2.0811
MLogP	2.89
XLogP	4.597
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	91.84
RO5 Violation	0