NPASS drugs

Drug Information

Drug ID:	NPD4335
Drug Name:
Molecular Formula:	C21H18N2O5
Canonical SMILES:	COC(=O)[C@@H](N=C(c1ccc2c(c1)cccc2)O)Cc1ccc(cc1)N(=O)=O
Standard InCHI:	InChI=1S/C21H18N2O5/c1-28-21(25)19(12-14-6-10-18(11-7-14)23(26)27)22-20(24)17-9-8-15-4-2-3-5-16(15)13-17/h2-11,13,19H,12H2,1H3,(H,22,24)/t19-/m0/s1
Standard InCHIKey:	KOLBWAVLYDRUOC-IBGZPJMESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4335

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	138
0.1-0.2	880
0.2-0.3	2856
0.3-0.4	9062
0.4-0.5	12669
0.5-0.6	4939
0.6-0.7	341
0.7-0.8	5
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	0.7651	NPC4974
Intermediate Similarity	0.7434	NPC210950
Intermediate Similarity	0.7434	NPC199738
Intermediate Similarity	0.7244	NPC246913
Intermediate Similarity	0.7152	NPC254798
Remote Similarity	0.6971	NPC278887
Remote Similarity	0.6968	NPC470023
Remote Similarity	0.6931	NPC470021
Remote Similarity	0.6923	NPC314278
Remote Similarity	0.6914	NPC287358
Remote Similarity	0.6875	NPC244866
Remote Similarity	0.686	NPC63370
Remote Similarity	0.686	NPC36836
Remote Similarity	0.6852	NPC159589
Remote Similarity	0.6807	NPC473922
Remote Similarity	0.6768	NPC153007
Remote Similarity	0.6753	NPC190663
Remote Similarity	0.6752	NPC205946
Remote Similarity	0.6705	NPC289776
Remote Similarity	0.6705	NPC133470
Remote Similarity	0.6705	NPC191863
Remote Similarity	0.6685	NPC95412
Remote Similarity	0.6667	NPC160493
Remote Similarity	0.6667	NPC189116
Remote Similarity	0.6645	NPC80150
Remote Similarity	0.6629	NPC211525
Remote Similarity	0.6629	NPC153694
Remote Similarity	0.6625	NPC296712
Remote Similarity	0.661	NPC476231
Remote Similarity	0.6605	NPC45191
Remote Similarity	0.6595	NPC475962
Remote Similarity	0.6592	NPC472115
Remote Similarity	0.6592	NPC472114
Remote Similarity	0.6588	NPC478039
Remote Similarity	0.6575	NPC83241
Remote Similarity	0.6568	NPC190945
Remote Similarity	0.6562	NPC476353
Remote Similarity	0.655	NPC85661
Remote Similarity	0.6541	NPC474926
Remote Similarity	0.65	NPC46679
Remote Similarity	0.6497	NPC97380
Remote Similarity	0.6497	NPC263709
Remote Similarity	0.6497	NPC63210
Remote Similarity	0.6497	NPC148468
Remote Similarity	0.6497	NPC243673
Remote Similarity	0.6497	NPC310403
Remote Similarity	0.6491	NPC259678
Remote Similarity	0.6486	NPC274002
Remote Similarity	0.6486	NPC126515
Remote Similarity	0.6486	NPC472331
Remote Similarity	0.6481	NPC325651
Remote Similarity	0.6478	NPC473938
Remote Similarity	0.6468	NPC121510
Remote Similarity	0.6468	NPC171882
Remote Similarity	0.6447	NPC472330
Remote Similarity	0.6447	NPC472329
Remote Similarity	0.6438	NPC318154
Remote Similarity	0.6433	NPC472242
Remote Similarity	0.6424	NPC95126
Remote Similarity	0.6424	NPC319579
Remote Similarity	0.6424	NPC475002
Remote Similarity	0.642	NPC473297
Remote Similarity	0.6419	NPC211551
Remote Similarity	0.6417	NPC260118
Remote Similarity	0.641	NPC310467
Remote Similarity	0.6407	NPC159722
Remote Similarity	0.64	NPC275839
Remote Similarity	0.6395	NPC470579
Remote Similarity	0.6387	NPC212891
Remote Similarity	0.6387	NPC147957
Remote Similarity	0.6384	NPC93343
Remote Similarity	0.6383	NPC215747
Remote Similarity	0.6383	NPC192939
Remote Similarity	0.6378	NPC102008
Remote Similarity	0.6378	NPC471743
Remote Similarity	0.6375	NPC317758
Remote Similarity	0.6374	NPC314186
Remote Similarity	0.6373	NPC91234
Remote Similarity	0.6369	NPC319645
Remote Similarity	0.6364	NPC313663
Remote Similarity	0.6364	NPC221275
Remote Similarity	0.6364	NPC265383
Remote Similarity	0.6354	NPC470069
Remote Similarity	0.6354	NPC52059
Remote Similarity	0.635	NPC38961
Remote Similarity	0.6349	NPC471742
Remote Similarity	0.6349	NPC477392
Remote Similarity	0.6349	NPC315934
Remote Similarity	0.6346	NPC169328
Remote Similarity	0.6341	NPC314098
Remote Similarity	0.6339	NPC476749
Remote Similarity	0.6335	NPC47667
Remote Similarity	0.6331	NPC472243
Remote Similarity	0.6328	NPC161827
Remote Similarity	0.6328	NPC114808
Remote Similarity	0.6324	NPC471532
Remote Similarity	0.6323	NPC197470
Remote Similarity	0.6319	NPC101372
Remote Similarity	0.6316	NPC477391
Remote Similarity	0.6316	NPC28425
Remote Similarity	0.6313	NPC103250
Remote Similarity	0.6312	NPC35996
Remote Similarity	0.6311	NPC290227
Remote Similarity	0.6305	NPC471561
Remote Similarity	0.6303	NPC326966
Remote Similarity	0.6296	NPC469831
Remote Similarity	0.6296	NPC311936
Remote Similarity	0.6292	NPC56635
Remote Similarity	0.6286	NPC470274
Remote Similarity	0.628	NPC478147
Remote Similarity	0.628	NPC240684
Remote Similarity	0.6277	NPC475685
Remote Similarity	0.6275	NPC66208
Remote Similarity	0.627	NPC21752
Remote Similarity	0.627	NPC276993
Remote Similarity	0.627	NPC181138
Remote Similarity	0.627	NPC210415
Remote Similarity	0.627	NPC298851
Remote Similarity	0.627	NPC293255
Remote Similarity	0.6269	NPC296742
Remote Similarity	0.6266	NPC319950
Remote Similarity	0.6264	NPC315829
Remote Similarity	0.6263	NPC469829
Remote Similarity	0.6263	NPC119579
Remote Similarity	0.6257	NPC472241
Remote Similarity	0.6256	NPC203972
Remote Similarity	0.625	NPC109151
Remote Similarity	0.625	NPC6913
Remote Similarity	0.625	NPC142577
Remote Similarity	0.6244	NPC186569
Remote Similarity	0.6244	NPC61731
Remote Similarity	0.6243	NPC475578
Remote Similarity	0.6243	NPC475983
Remote Similarity	0.6243	NPC328824
Remote Similarity	0.6242	NPC45794
Remote Similarity	0.6237	NPC158277
Remote Similarity	0.6236	NPC18614
Remote Similarity	0.6235	NPC325013
Remote Similarity	0.6234	NPC474584
Remote Similarity	0.623	NPC276060
Remote Similarity	0.6228	NPC132847
Remote Similarity	0.6228	NPC474473
Remote Similarity	0.6226	NPC150323
Remote Similarity	0.6224	NPC85066
Remote Similarity	0.6224	NPC181502
Remote Similarity	0.6223	NPC321211
Remote Similarity	0.6222	NPC291359
Remote Similarity	0.622	NPC259098
Remote Similarity	0.622	NPC197680
Remote Similarity	0.6218	NPC327699
Remote Similarity	0.6218	NPC224293
Remote Similarity	0.6218	NPC183805
Remote Similarity	0.6211	NPC470317
Remote Similarity	0.6203	NPC56618
Remote Similarity	0.6203	NPC84347
Remote Similarity	0.6202	NPC471531
Remote Similarity	0.619	NPC12730
Remote Similarity	0.6188	NPC225319
Remote Similarity	0.6188	NPC322644
Remote Similarity	0.6188	NPC27904
Remote Similarity	0.6186	NPC112676
Remote Similarity	0.6185	NPC282578
Remote Similarity	0.6184	NPC227361
Remote Similarity	0.6184	NPC318327
Remote Similarity	0.6184	NPC471741
Remote Similarity	0.6184	NPC124658
Remote Similarity	0.6182	NPC314431
Remote Similarity	0.6182	NPC280807
Remote Similarity	0.6181	NPC32200
Remote Similarity	0.618	NPC52475
Remote Similarity	0.6178	NPC242764
Remote Similarity	0.6178	NPC105141
Remote Similarity	0.6175	NPC471130
Remote Similarity	0.6173	NPC85511
Remote Similarity	0.6171	NPC476757
Remote Similarity	0.6169	NPC471188
Remote Similarity	0.6167	NPC104345
Remote Similarity	0.6166	NPC180253
Remote Similarity	0.6166	NPC469830
Remote Similarity	0.6166	NPC219170
Remote Similarity	0.6166	NPC69213
Remote Similarity	0.6164	NPC470017
Remote Similarity	0.6163	NPC470090
Remote Similarity	0.6159	NPC94751
Remote Similarity	0.6159	NPC142326
Remote Similarity	0.6154	NPC6570
Remote Similarity	0.6154	NPC28510
Remote Similarity	0.6154	NPC476750
Remote Similarity	0.6149	NPC369
Remote Similarity	0.6149	NPC27581
Remote Similarity	0.6149	NPC474862
Remote Similarity	0.6149	NPC293831
Remote Similarity	0.6146	NPC469460
Remote Similarity	0.6146	NPC132751
Remote Similarity	0.6146	NPC313886
Remote Similarity	0.6146	NPC284102
Remote Similarity	0.6145	NPC183722
Remote Similarity	0.614	NPC243162
Remote Similarity	0.6136	NPC470022
Remote Similarity	0.6134	NPC22928

Drug Structure

NPD4335 OpenBabel08211705262D 29 31 0 0 1 0 0 0 0 0999 V2000 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 15 2 0 0 0 0 5 16 2 0 0 0 0 6 10 1 0 0 0 0 6 14 2 0 0 0 0 7 11 2 0 0 0 0 7 14 1 0 0 0 0 8 9 2 0 0 0 0 8 15 1 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 13 16 1 0 0 0 0 13 17 2 0 0 0 0 15 16 1 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 19 12 1 1 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 20 22 2 3 0 0 0 20 24 1 0 0 0 0 21 25 2 0 0 0 0 21 28 1 0 0 0 0 23 26 2 0 0 0 0 23 27 2 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014350
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311092
ChEBI
CAS Number

Drug Properties

Molecular Weight	378.12
ALogP	0.495
MLogP	3
XLogP	6.838
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	102.03
RO5 Violation	1