NPASS drugs

Drug Information

Drug ID:	NPD5466
Drug Name:	Xenazoic Acid
Molecular Formula:	C23H21NO4
Canonical SMILES:	CCOC(C(=O)c1ccc(cc1)c1ccccc1)Nc1ccc(cc1)C(=O)O
Standard InCHI:	InChI=1S/C23H21NO4/c1-2-28-22(24-20-14-12-19(13-15-20)23(26)27)21(25)18-10-8-17(9-11-18)16-6-4-3-5-7-16/h3-15,22,24H,2H2,1H3,(H,26,27)
Standard InCHIKey:	BPOMPTVRBWXZBY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5466

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	151
0.1-0.2	847
0.2-0.3	3156
0.3-0.4	8931
0.4-0.5	10971
0.5-0.6	6080
0.6-0.7	727
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	0.7778	NPC472241
Intermediate Similarity	0.7744	NPC472242
Intermediate Similarity	0.7707	NPC314098
Intermediate Similarity	0.7654	NPC242933
Intermediate Similarity	0.76	NPC470971
Intermediate Similarity	0.7546	NPC472243
Intermediate Similarity	0.75	NPC43477
Intermediate Similarity	0.7473	NPC470317
Intermediate Similarity	0.7378	NPC319645
Intermediate Similarity	0.7346	NPC253476
Intermediate Similarity	0.7326	NPC313293
Intermediate Similarity	0.731	NPC314223
Intermediate Similarity	0.7278	NPC472244
Intermediate Similarity	0.7278	NPC470343
Intermediate Similarity	0.7212	NPC287358
Intermediate Similarity	0.7179	NPC150323
Intermediate Similarity	0.7091	NPC173295
Intermediate Similarity	0.7076	NPC478039
Intermediate Similarity	0.7063	NPC205946
Intermediate Similarity	0.7062	NPC36495
Intermediate Similarity	0.7059	NPC314186
Intermediate Similarity	0.7059	NPC471742
Intermediate Similarity	0.7056	NPC472115
Intermediate Similarity	0.7056	NPC472114
Intermediate Similarity	0.7021	NPC49184
Intermediate Similarity	0.7011	NPC471743
Intermediate Similarity	0.7	NPC316405
Remote Similarity	0.6994	NPC472245
Remote Similarity	0.6983	NPC293458
Remote Similarity	0.6983	NPC199737
Remote Similarity	0.6968	NPC97584
Remote Similarity	0.6954	NPC144691
Remote Similarity	0.6944	NPC313757
Remote Similarity	0.694	NPC318183
Remote Similarity	0.694	NPC292265
Remote Similarity	0.6911	NPC477998
Remote Similarity	0.691	NPC61013
Remote Similarity	0.691	NPC123241
Remote Similarity	0.6899	NPC226143
Remote Similarity	0.6897	NPC300596
Remote Similarity	0.6897	NPC237649
Remote Similarity	0.6894	NPC192533
Remote Similarity	0.6885	NPC472118
Remote Similarity	0.6882	NPC186669
Remote Similarity	0.6878	NPC298449
Remote Similarity	0.6875	NPC5630
Remote Similarity	0.6875	NPC474059
Remote Similarity	0.6872	NPC193410
Remote Similarity	0.6868	NPC182131
Remote Similarity	0.6851	NPC189116
Remote Similarity	0.6845	NPC99043
Remote Similarity	0.6845	NPC218594
Remote Similarity	0.6839	NPC203628
Remote Similarity	0.6833	NPC248117
Remote Similarity	0.6833	NPC474058
Remote Similarity	0.6831	NPC224970
Remote Similarity	0.6831	NPC223595
Remote Similarity	0.6831	NPC167724
Remote Similarity	0.6829	NPC150863
Remote Similarity	0.6821	NPC198205
Remote Similarity	0.6821	NPC21483
Remote Similarity	0.681	NPC322433
Remote Similarity	0.6809	NPC475685
Remote Similarity	0.6806	NPC160381
Remote Similarity	0.6802	NPC112752
Remote Similarity	0.6802	NPC311054
Remote Similarity	0.6796	NPC253667
Remote Similarity	0.6796	NPC35510
Remote Similarity	0.6793	NPC471778
Remote Similarity	0.6788	NPC314431
Remote Similarity	0.6788	NPC280807
Remote Similarity	0.6788	NPC194562
Remote Similarity	0.6786	NPC303214
Remote Similarity	0.6784	NPC232600
Remote Similarity	0.6782	NPC222561
Remote Similarity	0.6771	NPC473815
Remote Similarity	0.6768	NPC107828
Remote Similarity	0.6768	NPC90358
Remote Similarity	0.6758	NPC204867
Remote Similarity	0.6757	NPC474814
Remote Similarity	0.6757	NPC126676
Remote Similarity	0.6757	NPC469671
Remote Similarity	0.6757	NPC112336
Remote Similarity	0.6755	NPC475094
Remote Similarity	0.6754	NPC52262
Remote Similarity	0.6751	NPC198390
Remote Similarity	0.6738	NPC129624
Remote Similarity	0.6707	NPC314278
Remote Similarity	0.6703	NPC282339
Remote Similarity	0.6703	NPC472121
Remote Similarity	0.6703	NPC99632
Remote Similarity	0.6701	NPC83111
Remote Similarity	0.67	NPC136573
Remote Similarity	0.67	NPC176371
Remote Similarity	0.6683	NPC25961
Remote Similarity	0.6667	NPC6974
Remote Similarity	0.6667	NPC475223
Remote Similarity	0.6651	NPC312645
Remote Similarity	0.6649	NPC203202
Remote Similarity	0.6649	NPC264482
Remote Similarity	0.6648	NPC2672
Remote Similarity	0.6648	NPC27904
Remote Similarity	0.6634	NPC475448
Remote Similarity	0.6634	NPC246983
Remote Similarity	0.6634	NPC165599
Remote Similarity	0.6631	NPC285622
Remote Similarity	0.663	NPC153694
Remote Similarity	0.663	NPC211525
Remote Similarity	0.6627	NPC122235
Remote Similarity	0.6625	NPC229353
Remote Similarity	0.6618	NPC478075
Remote Similarity	0.6618	NPC308943
Remote Similarity	0.6617	NPC471944
Remote Similarity	0.6614	NPC14849
Remote Similarity	0.6613	NPC469915
Remote Similarity	0.6598	NPC14994
Remote Similarity	0.6597	NPC288305
Remote Similarity	0.6596	NPC248862
Remote Similarity	0.6596	NPC469726
Remote Similarity	0.6596	NPC329338
Remote Similarity	0.6596	NPC328611
Remote Similarity	0.6595	NPC214960
Remote Similarity	0.6595	NPC279527
Remote Similarity	0.6587	NPC471741
Remote Similarity	0.6585	NPC39679
Remote Similarity	0.6585	NPC285394
Remote Similarity	0.6585	NPC285192
Remote Similarity	0.6583	NPC141454
Remote Similarity	0.6583	NPC90967
Remote Similarity	0.6579	NPC182057
Remote Similarity	0.6579	NPC131450
Remote Similarity	0.6579	NPC147298
Remote Similarity	0.6579	NPC474815
Remote Similarity	0.6575	NPC36836
Remote Similarity	0.6575	NPC63370
Remote Similarity	0.657	NPC82370
Remote Similarity	0.6564	NPC284706
Remote Similarity	0.6562	NPC159963
Remote Similarity	0.6559	NPC473484
Remote Similarity	0.6557	NPC315368
Remote Similarity	0.6553	NPC472070
Remote Similarity	0.6552	NPC207971
Remote Similarity	0.655	NPC138615
Remote Similarity	0.655	NPC218733
Remote Similarity	0.655	NPC265642
Remote Similarity	0.655	NPC132874
Remote Similarity	0.6543	NPC177261
Remote Similarity	0.6543	NPC130931
Remote Similarity	0.6543	NPC191310
Remote Similarity	0.6541	NPC52059
Remote Similarity	0.6541	NPC470069
Remote Similarity	0.6537	NPC244741
Remote Similarity	0.6532	NPC315051
Remote Similarity	0.6531	NPC473298
Remote Similarity	0.6529	NPC474473
Remote Similarity	0.6528	NPC207851
Remote Similarity	0.6522	NPC85651
Remote Similarity	0.6522	NPC176983
Remote Similarity	0.6522	NPC476231
Remote Similarity	0.652	NPC268077
Remote Similarity	0.652	NPC87714
Remote Similarity	0.652	NPC314648
Remote Similarity	0.6517	NPC242000
Remote Similarity	0.6514	NPC478040
Remote Similarity	0.6514	NPC308197
Remote Similarity	0.6513	NPC181928
Remote Similarity	0.6508	NPC470548
Remote Similarity	0.6507	NPC317752
Remote Similarity	0.6507	NPC89508
Remote Similarity	0.6505	NPC278887
Remote Similarity	0.6503	NPC263709
Remote Similarity	0.6503	NPC310403
Remote Similarity	0.6503	NPC97380
Remote Similarity	0.6503	NPC63210
Remote Similarity	0.6503	NPC243673
Remote Similarity	0.6503	NPC148468
Remote Similarity	0.6497	NPC22476
Remote Similarity	0.6497	NPC246412
Remote Similarity	0.6495	NPC322621
Remote Similarity	0.6493	NPC471197
Remote Similarity	0.6492	NPC474041
Remote Similarity	0.649	NPC87413
Remote Similarity	0.6488	NPC225400
Remote Similarity	0.6485	NPC226794
Remote Similarity	0.6476	NPC55470
Remote Similarity	0.6476	NPC477979
Remote Similarity	0.6474	NPC84347
Remote Similarity	0.6474	NPC475607
Remote Similarity	0.6471	NPC313663
Remote Similarity	0.6467	NPC225319
Remote Similarity	0.6467	NPC307437
Remote Similarity	0.6467	NPC72473
Remote Similarity	0.6467	NPC58827
Remote Similarity	0.6465	NPC229893
Remote Similarity	0.6463	NPC268534
Remote Similarity	0.6462	NPC471198
Remote Similarity	0.6461	NPC315829
Remote Similarity	0.6459	NPC318299
Remote Similarity	0.6457	NPC301702
Remote Similarity	0.6456	NPC470786

Drug Structure

NPD5466 OpenBabel08211708292D 30 32 0 0 1 0 0 0 0 0999 V2000 4.3301 -0.5000 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 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 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 4.0000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 0.0000 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 -0.8660 -0.5000 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 2.5000 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 -1.7321 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 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 3 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 0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 28 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 17 2 0 0 0 0 9 11 2 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 12 19 2 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 18 21 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 21 25 2 0 0 0 0 22 24 1 0 0 0 0 22 28 1 0 0 0 0 23 26 1 0 0 0 0 23 27 2 0 0 0 0 24 29 1 0 0 0 0 26 30 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	375.15
ALogP	-0.5878
MLogP	3.44
XLogP	7.489
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	75.63
RO5 Violation	1