NPASS drugs

Drug Information

Drug ID:	NPD3504
Drug Name:	Benzydamine
Molecular Formula:	C19H23N3O
Canonical SMILES:	CN(CCCOc1nn(c2c1cccc2)Cc1ccccc1)C
Standard InCHI:	InChI=1S/C19H23N3O/c1-21(2)13-8-14-23-19-17-11-6-7-12-18(17)22(20-19)15-16-9-4-3-5-10-16/h3-7,9-12H,8,13-15H2,1-2H3
Standard InCHIKey:	CNBGNNVCVSKAQZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3504

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	399
0.1-0.2	2824
0.2-0.3	9813
0.3-0.4	6052
0.4-0.5	8459
0.5-0.6	2632
0.6-0.7	676
0.7-0.8	34
0.8-0.85	1
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	0.8087	NPC194967
Intermediate Similarity	0.7719	NPC26850
Intermediate Similarity	0.7647	NPC26872
Intermediate Similarity	0.7622	NPC471593
Intermediate Similarity	0.7606	NPC472193
Intermediate Similarity	0.7571	NPC477888
Intermediate Similarity	0.7459	NPC283152
Intermediate Similarity	0.7386	NPC177404
Intermediate Similarity	0.7268	NPC329747
Intermediate Similarity	0.7258	NPC84478
Intermediate Similarity	0.7251	NPC180504
Intermediate Similarity	0.7188	NPC205934
Intermediate Similarity	0.7188	NPC43787
Intermediate Similarity	0.7181	NPC204385
Intermediate Similarity	0.7165	NPC72211
Intermediate Similarity	0.7158	NPC312872
Intermediate Similarity	0.715	NPC70259
Intermediate Similarity	0.7135	NPC279401
Intermediate Similarity	0.7135	NPC79293
Intermediate Similarity	0.7121	NPC285558
Intermediate Similarity	0.712	NPC92111
Intermediate Similarity	0.712	NPC288943
Intermediate Similarity	0.7113	NPC267928
Intermediate Similarity	0.7112	NPC176127
Intermediate Similarity	0.7092	NPC121772
Intermediate Similarity	0.7092	NPC11017
Intermediate Similarity	0.7085	NPC472111
Intermediate Similarity	0.7071	NPC475774
Intermediate Similarity	0.7068	NPC76748
Intermediate Similarity	0.7056	NPC118511
Intermediate Similarity	0.7016	NPC296527
Intermediate Similarity	0.7015	NPC475910
Intermediate Similarity	0.7005	NPC329793
Intermediate Similarity	0.7005	NPC19872
Intermediate Similarity	0.7	NPC476106
Remote Similarity	0.6989	NPC211997
Remote Similarity	0.6985	NPC162484
Remote Similarity	0.698	NPC469589
Remote Similarity	0.6974	NPC13880
Remote Similarity	0.697	NPC267423
Remote Similarity	0.697	NPC476044
Remote Similarity	0.697	NPC232727
Remote Similarity	0.6968	NPC206201
Remote Similarity	0.6966	NPC477889
Remote Similarity	0.6961	NPC264176
Remote Similarity	0.6959	NPC307963
Remote Similarity	0.6939	NPC243834
Remote Similarity	0.6939	NPC70956
Remote Similarity	0.6935	NPC475112
Remote Similarity	0.6935	NPC475085
Remote Similarity	0.6935	NPC134586
Remote Similarity	0.6935	NPC295898
Remote Similarity	0.6935	NPC291535
Remote Similarity	0.6915	NPC168486
Remote Similarity	0.6915	NPC222592
Remote Similarity	0.689	NPC477533
Remote Similarity	0.6878	NPC472098
Remote Similarity	0.6875	NPC66083
Remote Similarity	0.6863	NPC167860
Remote Similarity	0.6863	NPC123976
Remote Similarity	0.6847	NPC476465
Remote Similarity	0.6847	NPC470931
Remote Similarity	0.6847	NPC287208
Remote Similarity	0.6845	NPC56618
Remote Similarity	0.6839	NPC242928
Remote Similarity	0.6837	NPC131017
Remote Similarity	0.6834	NPC176538
Remote Similarity	0.6814	NPC174672
Remote Similarity	0.6814	NPC174758
Remote Similarity	0.6812	NPC470549
Remote Similarity	0.6806	NPC62069
Remote Similarity	0.6802	NPC251090
Remote Similarity	0.6796	NPC94157
Remote Similarity	0.6789	NPC118776
Remote Similarity	0.6789	NPC474798
Remote Similarity	0.6786	NPC473178
Remote Similarity	0.6784	NPC287437
Remote Similarity	0.678	NPC471304
Remote Similarity	0.6779	NPC170114
Remote Similarity	0.6763	NPC469592
Remote Similarity	0.6763	NPC471080
Remote Similarity	0.675	NPC315957
Remote Similarity	0.6748	NPC208284
Remote Similarity	0.6733	NPC245816
Remote Similarity	0.6733	NPC476138
Remote Similarity	0.6732	NPC201697
Remote Similarity	0.673	NPC128115
Remote Similarity	0.6719	NPC284678
Remote Similarity	0.6715	NPC26679
Remote Similarity	0.6714	NPC473041
Remote Similarity	0.6701	NPC475190
Remote Similarity	0.67	NPC470930
Remote Similarity	0.67	NPC165349
Remote Similarity	0.67	NPC476581
Remote Similarity	0.67	NPC264166
Remote Similarity	0.67	NPC118832
Remote Similarity	0.67	NPC329708
Remote Similarity	0.67	NPC274291
Remote Similarity	0.67	NPC36229
Remote Similarity	0.67	NPC47059
Remote Similarity	0.67	NPC16452
Remote Similarity	0.6699	NPC288349
Remote Similarity	0.6699	NPC152768
Remote Similarity	0.6699	NPC148183
Remote Similarity	0.6699	NPC11464
Remote Similarity	0.6685	NPC315257
Remote Similarity	0.6684	NPC476688
Remote Similarity	0.6684	NPC105758
Remote Similarity	0.6684	NPC158129
Remote Similarity	0.6684	NPC476686
Remote Similarity	0.6684	NPC42591
Remote Similarity	0.6683	NPC82548
Remote Similarity	0.6683	NPC266931
Remote Similarity	0.6683	NPC478074
Remote Similarity	0.6682	NPC475253
Remote Similarity	0.6667	NPC234197
Remote Similarity	0.6667	NPC475841
Remote Similarity	0.6667	NPC474145
Remote Similarity	0.6667	NPC278874
Remote Similarity	0.6651	NPC132642
Remote Similarity	0.6651	NPC472099
Remote Similarity	0.665	NPC223427
Remote Similarity	0.665	NPC133140
Remote Similarity	0.665	NPC195268
Remote Similarity	0.6649	NPC208060
Remote Similarity	0.6647	NPC184437
Remote Similarity	0.6635	NPC48353
Remote Similarity	0.6635	NPC296482
Remote Similarity	0.6635	NPC96321
Remote Similarity	0.6635	NPC469594
Remote Similarity	0.6635	NPC202768
Remote Similarity	0.6635	NPC53069
Remote Similarity	0.6634	NPC193777
Remote Similarity	0.6634	NPC470586
Remote Similarity	0.6631	NPC476518
Remote Similarity	0.6631	NPC164664
Remote Similarity	0.6629	NPC60553
Remote Similarity	0.6619	NPC274982
Remote Similarity	0.6618	NPC269367
Remote Similarity	0.6617	NPC4071
Remote Similarity	0.6617	NPC128823
Remote Similarity	0.6617	NPC476582
Remote Similarity	0.6617	NPC476578
Remote Similarity	0.6616	NPC198673
Remote Similarity	0.6615	NPC477891
Remote Similarity	0.6609	NPC104483
Remote Similarity	0.6604	NPC193267
Remote Similarity	0.6604	NPC213530
Remote Similarity	0.6603	NPC476287
Remote Similarity	0.6601	NPC199277
Remote Similarity	0.6601	NPC135887
Remote Similarity	0.6598	NPC473189
Remote Similarity	0.6597	NPC72980
Remote Similarity	0.6596	NPC121658
Remote Similarity	0.6596	NPC14651
Remote Similarity	0.659	NPC314954
Remote Similarity	0.6588	NPC305984
Remote Similarity	0.6587	NPC146418
Remote Similarity	0.6585	NPC323345
Remote Similarity	0.6585	NPC470164
Remote Similarity	0.6584	NPC477019
Remote Similarity	0.6582	NPC110741
Remote Similarity	0.6576	NPC285635
Remote Similarity	0.6576	NPC255229
Remote Similarity	0.6576	NPC81229
Remote Similarity	0.657	NPC185782
Remote Similarity	0.6567	NPC168911
Remote Similarity	0.6561	NPC471294
Remote Similarity	0.6561	NPC474409
Remote Similarity	0.6561	NPC111624
Remote Similarity	0.6559	NPC70172
Remote Similarity	0.6557	NPC303658
Remote Similarity	0.6553	NPC249583
Remote Similarity	0.6553	NPC313189
Remote Similarity	0.6552	NPC31930
Remote Similarity	0.6546	NPC190007
Remote Similarity	0.6545	NPC14325
Remote Similarity	0.6545	NPC28848
Remote Similarity	0.6544	NPC473185
Remote Similarity	0.6542	NPC310118
Remote Similarity	0.6542	NPC477532
Remote Similarity	0.6542	NPC198503
Remote Similarity	0.6541	NPC224632
Remote Similarity	0.6538	NPC290689
Remote Similarity	0.6535	NPC18487
Remote Similarity	0.6531	NPC473177
Remote Similarity	0.652	NPC52801
Remote Similarity	0.6513	NPC94943
Remote Similarity	0.651	NPC472168
Remote Similarity	0.6505	NPC102423
Remote Similarity	0.6497	NPC477890
Remote Similarity	0.6493	NPC16066
Remote Similarity	0.6492	NPC224764
Remote Similarity	0.649	NPC209769
Remote Similarity	0.649	NPC473181
Remote Similarity	0.6486	NPC131718
Remote Similarity	0.6485	NPC239954
Remote Similarity	0.6482	NPC99666
Remote Similarity	0.648	NPC171171
Remote Similarity	0.6476	NPC202605

Drug Structure

NPD3504 OpenBabel08211703112D 23 25 0 0 0 0 0 0 0 0999 V2000 5.6229 0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9756 1.5089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9052 3.0611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 2.3179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 2.8532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3576 -0.3932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2653 1.3669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6180 1.9021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3357 -0.1853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 -1.3443 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 -1.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6447 0.7658 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 2.0704 -1.5522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 14 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 18 2 0 0 0 0 13 21 1 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000717
DrugBank	DB09084
ChEMBL	CHEMBL12610
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	12555
ChEBI	94563
CAS Number	642-72-8

Drug Properties

Molecular Weight	309.18
ALogP	-0.1763
MLogP	3.11
XLogP	5
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	30.29
RO5 Violation	1