NPASS drugs

Drug Information

Drug ID:	NPD1924
Drug Name:	Bendazac
Molecular Formula:	C16H14N2O3
Canonical SMILES:	OC(=O)COc1nn(c2c1cccc2)Cc1ccccc1
Standard InCHI:	InChI=1S/C16H14N2O3/c19-15(20)11-21-16-13-8-4-5-9-14(13)18(17-16)10-12-6-2-1-3-7-12/h1-9H,10-11H2,(H,19,20)
Standard InCHIKey:	BYFMCKSPFYVMOU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1924

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	267
0.1-0.2	2367
0.2-0.3	9825
0.3-0.4	3719
0.4-0.5	11356
0.5-0.6	2789
0.6-0.7	557
0.7-0.8	10
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	0.7449	NPC194967
Intermediate Similarity	0.7312	NPC477888
Intermediate Similarity	0.7273	NPC472193
Intermediate Similarity	0.717	NPC128115
Intermediate Similarity	0.7158	NPC26850
Intermediate Similarity	0.712	NPC283152
Intermediate Similarity	0.7107	NPC471593
Intermediate Similarity	0.7085	NPC79293
Intermediate Similarity	0.7085	NPC279401
Intermediate Similarity	0.7043	NPC177404
Remote Similarity	0.6995	NPC26872
Remote Similarity	0.6954	NPC204385
Remote Similarity	0.6923	NPC206201
Remote Similarity	0.6891	NPC288943
Remote Similarity	0.6887	NPC74562
Remote Similarity	0.6887	NPC151781
Remote Similarity	0.6887	NPC316181
Remote Similarity	0.6839	NPC312872
Remote Similarity	0.6828	NPC477889
Remote Similarity	0.6822	NPC288349
Remote Similarity	0.6777	NPC469589
Remote Similarity	0.6768	NPC84478
Remote Similarity	0.6761	NPC472098
Remote Similarity	0.6749	NPC475190
Remote Similarity	0.6741	NPC180504
Remote Similarity	0.6732	NPC267928
Remote Similarity	0.6714	NPC472111
Remote Similarity	0.6714	NPC476106
Remote Similarity	0.6699	NPC72211
Remote Similarity	0.6699	NPC475774
Remote Similarity	0.6667	NPC307963
Remote Similarity	0.6667	NPC66083
Remote Similarity	0.6651	NPC295898
Remote Similarity	0.6651	NPC476287
Remote Similarity	0.6651	NPC291535
Remote Similarity	0.6651	NPC199277
Remote Similarity	0.6651	NPC475910
Remote Similarity	0.6651	NPC266931
Remote Similarity	0.6651	NPC475112
Remote Similarity	0.6651	NPC135887
Remote Similarity	0.6651	NPC475085
Remote Similarity	0.665	NPC129909
Remote Similarity	0.665	NPC243834
Remote Similarity	0.665	NPC70956
Remote Similarity	0.6635	NPC234197
Remote Similarity	0.6635	NPC121772
Remote Similarity	0.6635	NPC329747
Remote Similarity	0.6634	NPC43787
Remote Similarity	0.6634	NPC205934
Remote Similarity	0.6633	NPC176127
Remote Similarity	0.6617	NPC311858
Remote Similarity	0.6616	NPC222592
Remote Similarity	0.6616	NPC168486
Remote Similarity	0.6606	NPC473041
Remote Similarity	0.6605	NPC264176
Remote Similarity	0.6603	NPC470586
Remote Similarity	0.6602	NPC251090
Remote Similarity	0.6602	NPC70259
Remote Similarity	0.66	NPC62069
Remote Similarity	0.6599	NPC211997
Remote Similarity	0.6591	NPC60621
Remote Similarity	0.659	NPC62995
Remote Similarity	0.659	NPC148183
Remote Similarity	0.659	NPC152768
Remote Similarity	0.6588	NPC285558
Remote Similarity	0.6587	NPC192674
Remote Similarity	0.6574	NPC471080
Remote Similarity	0.6574	NPC469592
Remote Similarity	0.6573	NPC287208
Remote Similarity	0.6567	NPC161801
Remote Similarity	0.6565	NPC99891
Remote Similarity	0.6562	NPC118511
Remote Similarity	0.6558	NPC87413
Remote Similarity	0.6555	NPC19872
Remote Similarity	0.6552	NPC296527
Remote Similarity	0.655	NPC469358
Remote Similarity	0.6548	NPC134586
Remote Similarity	0.6545	NPC472099
Remote Similarity	0.6542	NPC174758
Remote Similarity	0.6542	NPC174672
Remote Similarity	0.654	NPC162484
Remote Similarity	0.6538	NPC239954
Remote Similarity	0.6538	NPC168911
Remote Similarity	0.6535	NPC194040
Remote Similarity	0.653	NPC96321
Remote Similarity	0.6526	NPC4687
Remote Similarity	0.6524	NPC232727
Remote Similarity	0.6522	NPC13880
Remote Similarity	0.652	NPC76748
Remote Similarity	0.65	NPC477891
Remote Similarity	0.6495	NPC470931
Remote Similarity	0.6488	NPC92111
Remote Similarity	0.6485	NPC42591
Remote Similarity	0.6481	NPC472434
Remote Similarity	0.6476	NPC11017
Remote Similarity	0.6473	NPC131017
Remote Similarity	0.6471	NPC61435
Remote Similarity	0.6455	NPC197141
Remote Similarity	0.6455	NPC469594
Remote Similarity	0.6452	NPC316981
Remote Similarity	0.6449	NPC193238
Remote Similarity	0.6447	NPC208060
Remote Similarity	0.6445	NPC267423
Remote Similarity	0.6445	NPC476044
Remote Similarity	0.6436	NPC470003
Remote Similarity	0.6435	NPC269367
Remote Similarity	0.6435	NPC11464
Remote Similarity	0.6435	NPC167860
Remote Similarity	0.6435	NPC471304
Remote Similarity	0.6435	NPC123976
Remote Similarity	0.6432	NPC28848
Remote Similarity	0.6432	NPC14325
Remote Similarity	0.6429	NPC164664
Remote Similarity	0.6429	NPC128823
Remote Similarity	0.6425	NPC224632
Remote Similarity	0.6425	NPC193267
Remote Similarity	0.6425	NPC213530
Remote Similarity	0.6422	NPC469830
Remote Similarity	0.6419	NPC82548
Remote Similarity	0.6413	NPC60553
Remote Similarity	0.6404	NPC282103
Remote Similarity	0.6404	NPC475720
Remote Similarity	0.6404	NPC474192
Remote Similarity	0.6402	NPC474145
Remote Similarity	0.6402	NPC300156
Remote Similarity	0.6402	NPC475841
Remote Similarity	0.6402	NPC472435
Remote Similarity	0.6398	NPC176538
Remote Similarity	0.6398	NPC329793
Remote Similarity	0.6398	NPC477019
Remote Similarity	0.6396	NPC477533
Remote Similarity	0.639	NPC242928
Remote Similarity	0.6387	NPC315257
Remote Similarity	0.6386	NPC469831
Remote Similarity	0.6385	NPC223427
Remote Similarity	0.6382	NPC56618
Remote Similarity	0.6381	NPC212213
Remote Similarity	0.638	NPC173080
Remote Similarity	0.638	NPC303658
Remote Similarity	0.6378	NPC278874
Remote Similarity	0.6377	NPC195268
Remote Similarity	0.6377	NPC133140
Remote Similarity	0.6376	NPC171409
Remote Similarity	0.6376	NPC53069
Remote Similarity	0.6376	NPC112206
Remote Similarity	0.6376	NPC202605
Remote Similarity	0.6376	NPC202768
Remote Similarity	0.6376	NPC96405
Remote Similarity	0.6376	NPC296482
Remote Similarity	0.6376	NPC473105
Remote Similarity	0.6376	NPC48353
Remote Similarity	0.6376	NPC323752
Remote Similarity	0.6372	NPC249583
Remote Similarity	0.6372	NPC88008
Remote Similarity	0.6372	NPC193777
Remote Similarity	0.6372	NPC110151
Remote Similarity	0.6371	NPC165964
Remote Similarity	0.6364	NPC184680
Remote Similarity	0.6364	NPC274982
Remote Similarity	0.6364	NPC474409
Remote Similarity	0.6364	NPC170114
Remote Similarity	0.6359	NPC219664
Remote Similarity	0.6356	NPC21638
Remote Similarity	0.6355	NPC476581
Remote Similarity	0.6355	NPC16452
Remote Similarity	0.6355	NPC118832
Remote Similarity	0.6355	NPC469829
Remote Similarity	0.6355	NPC165349
Remote Similarity	0.6355	NPC284559
Remote Similarity	0.6355	NPC320394
Remote Similarity	0.6355	NPC274291
Remote Similarity	0.6355	NPC47059
Remote Similarity	0.6355	NPC329708
Remote Similarity	0.6355	NPC264166
Remote Similarity	0.6355	NPC36229
Remote Similarity	0.6351	NPC241024
Remote Similarity	0.6351	NPC287437
Remote Similarity	0.6347	NPC478074
Remote Similarity	0.6346	NPC198673
Remote Similarity	0.6343	NPC476465
Remote Similarity	0.6343	NPC39679
Remote Similarity	0.6337	NPC118776
Remote Similarity	0.6337	NPC144114
Remote Similarity	0.6337	NPC474798
Remote Similarity	0.6336	NPC470785
Remote Similarity	0.6336	NPC474183
Remote Similarity	0.6335	NPC169402
Remote Similarity	0.6333	NPC472191
Remote Similarity	0.6333	NPC314948
Remote Similarity	0.6333	NPC478049
Remote Similarity	0.6332	NPC469938
Remote Similarity	0.633	NPC146418
Remote Similarity	0.6323	NPC132642
Remote Similarity	0.6323	NPC174760
Remote Similarity	0.6322	NPC472436
Remote Similarity	0.6318	NPC470549
Remote Similarity	0.6318	NPC116238
Remote Similarity	0.6318	NPC16066
Remote Similarity	0.6318	NPC72980
Remote Similarity	0.6316	NPC276517

Drug Structure

NPD1924 OpenBabel08211701392D 22 24 0 0 0 0 0 0 0 0999 V2000 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8698 0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2007 1.5657 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5608 -0.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2226 1.3578 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 -0.9016 -2.9250 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 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3084 -3.8385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3029 -3.9431 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7206 -4.6476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4894 -2.1160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1273 -5.5611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 12 2 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 9 14 2 0 0 0 0 10 12 1 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 11 21 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 18 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	282.10
ALogP	-0.5709
MLogP	2.67
XLogP	4.171
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	64.35
RO5 Violation	0