NPASS drugs

Drug Information

Drug ID:	NPD4356
Drug Name:	sepimostat mesylate
Molecular Formula:	C21H19N5O2
Canonical SMILES:	O=C(c1ccc(cc1)NC1=NCCN1)Oc1ccc2c(c1)ccc(c2)C(=N)N
Standard InCHI:	InChI=1S/C21H19N5O2/c22-19(23)16-2-1-15-12-18(8-5-14(15)11-16)28-20(27)13-3-6-17(7-4-13)26-21-24-9-10-25-21/h1-8,11-12H,9-10H2,(H3,22,23)(H2,24,25,26)
Standard InCHIKey:	QMRJOIUGPCVZPH-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4356

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	377
0.1-0.2	1875
0.2-0.3	7599
0.3-0.4	4672
0.4-0.5	10041
0.5-0.6	5762
0.6-0.7	557
0.7-0.8	7
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	0.7343	NPC79213
Intermediate Similarity	0.7265	NPC280799
Intermediate Similarity	0.7103	NPC25897
Intermediate Similarity	0.7097	NPC300156
Intermediate Similarity	0.708	NPC144452
Intermediate Similarity	0.7064	NPC4687
Intermediate Similarity	0.7013	NPC474688
Remote Similarity	0.6987	NPC470018
Remote Similarity	0.6986	NPC222561
Remote Similarity	0.6957	NPC187145
Remote Similarity	0.6941	NPC261388
Remote Similarity	0.6937	NPC87413
Remote Similarity	0.6926	NPC274640
Remote Similarity	0.691	NPC49547
Remote Similarity	0.6898	NPC5374
Remote Similarity	0.6892	NPC470020
Remote Similarity	0.6887	NPC475411
Remote Similarity	0.6886	NPC198503
Remote Similarity	0.6883	NPC157931
Remote Similarity	0.6875	NPC39500
Remote Similarity	0.687	NPC115588
Remote Similarity	0.6864	NPC45190
Remote Similarity	0.6858	NPC169402
Remote Similarity	0.6853	NPC471762
Remote Similarity	0.6849	NPC207971
Remote Similarity	0.6844	NPC116238
Remote Similarity	0.6842	NPC225279
Remote Similarity	0.6842	NPC472099
Remote Similarity	0.6833	NPC249583
Remote Similarity	0.6833	NPC308943
Remote Similarity	0.6827	NPC288305
Remote Similarity	0.6818	NPC268077
Remote Similarity	0.681	NPC235194
Remote Similarity	0.681	NPC74575
Remote Similarity	0.6808	NPC22476
Remote Similarity	0.6778	NPC475844
Remote Similarity	0.6774	NPC71124
Remote Similarity	0.6771	NPC475133
Remote Similarity	0.677	NPC298449
Remote Similarity	0.677	NPC55470
Remote Similarity	0.6759	NPC470023
Remote Similarity	0.6754	NPC184408
Remote Similarity	0.6753	NPC51388
Remote Similarity	0.6745	NPC21425
Remote Similarity	0.6726	NPC285192
Remote Similarity	0.6726	NPC39679
Remote Similarity	0.6726	NPC207873
Remote Similarity	0.6726	NPC100573
Remote Similarity	0.6723	NPC6786
Remote Similarity	0.6713	NPC198401
Remote Similarity	0.6711	NPC471197
Remote Similarity	0.6709	NPC39370
Remote Similarity	0.6709	NPC66777
Remote Similarity	0.6696	NPC174760
Remote Similarity	0.6695	NPC473186
Remote Similarity	0.6694	NPC208522
Remote Similarity	0.6681	NPC308137
Remote Similarity	0.6681	NPC46561
Remote Similarity	0.6681	NPC471198
Remote Similarity	0.6681	NPC310211
Remote Similarity	0.6667	NPC254957
Remote Similarity	0.6653	NPC474701
Remote Similarity	0.6652	NPC208084
Remote Similarity	0.665	NPC470019
Remote Similarity	0.6637	NPC187501
Remote Similarity	0.6623	NPC150239
Remote Similarity	0.6619	NPC283810
Remote Similarity	0.6611	NPC470017
Remote Similarity	0.6611	NPC154922
Remote Similarity	0.6609	NPC96321
Remote Similarity	0.6609	NPC473041
Remote Similarity	0.6605	NPC474059
Remote Similarity	0.6603	NPC285941
Remote Similarity	0.6596	NPC257851
Remote Similarity	0.6592	NPC475147
Remote Similarity	0.6583	NPC13397
Remote Similarity	0.6578	NPC90185
Remote Similarity	0.6575	NPC470021
Remote Similarity	0.6574	NPC191489
Remote Similarity	0.6567	NPC210434
Remote Similarity	0.6556	NPC151171
Remote Similarity	0.6552	NPC323969
Remote Similarity	0.655	NPC118228
Remote Similarity	0.6542	NPC160381
Remote Similarity	0.654	NPC278525
Remote Similarity	0.6537	NPC247803
Remote Similarity	0.6527	NPC329631
Remote Similarity	0.6522	NPC152768
Remote Similarity	0.6522	NPC3207
Remote Similarity	0.6522	NPC148183
Remote Similarity	0.6516	NPC212163
Remote Similarity	0.6511	NPC21638
Remote Similarity	0.6511	NPC179287
Remote Similarity	0.6507	NPC236668
Remote Similarity	0.65	NPC208898
Remote Similarity	0.6495	NPC249405
Remote Similarity	0.6492	NPC67401
Remote Similarity	0.649	NPC85482
Remote Similarity	0.648	NPC303374
Remote Similarity	0.6478	NPC146976
Remote Similarity	0.6475	NPC113455
Remote Similarity	0.6471	NPC88923
Remote Similarity	0.6471	NPC193906
Remote Similarity	0.6471	NPC100734
Remote Similarity	0.6471	NPC315634
Remote Similarity	0.6471	NPC24019
Remote Similarity	0.6471	NPC23080
Remote Similarity	0.6463	NPC472098
Remote Similarity	0.6462	NPC265383
Remote Similarity	0.6462	NPC85613
Remote Similarity	0.6458	NPC22481
Remote Similarity	0.6457	NPC267423
Remote Similarity	0.6457	NPC295676
Remote Similarity	0.6456	NPC478078
Remote Similarity	0.6455	NPC303214
Remote Similarity	0.6454	NPC478083
Remote Similarity	0.6452	NPC5630
Remote Similarity	0.6447	NPC471304
Remote Similarity	0.6446	NPC470022
Remote Similarity	0.6444	NPC87714
Remote Similarity	0.6432	NPC190461
Remote Similarity	0.6432	NPC260118
Remote Similarity	0.6432	NPC253675
Remote Similarity	0.6422	NPC203628
Remote Similarity	0.6419	NPC9894
Remote Similarity	0.6417	NPC132329
Remote Similarity	0.6411	NPC270515
Remote Similarity	0.6408	NPC478081
Remote Similarity	0.6408	NPC473540
Remote Similarity	0.6405	NPC17160
Remote Similarity	0.6405	NPC313720
Remote Similarity	0.6405	NPC108342
Remote Similarity	0.6404	NPC201697
Remote Similarity	0.6403	NPC284685
Remote Similarity	0.6402	NPC192939
Remote Similarity	0.6402	NPC311936
Remote Similarity	0.6402	NPC215747
Remote Similarity	0.64	NPC162484
Remote Similarity	0.64	NPC473460
Remote Similarity	0.6398	NPC322482
Remote Similarity	0.6398	NPC227683
Remote Similarity	0.6397	NPC120239
Remote Similarity	0.6396	NPC100863
Remote Similarity	0.6396	NPC72211
Remote Similarity	0.6395	NPC248601
Remote Similarity	0.6391	NPC119722
Remote Similarity	0.6391	NPC264176
Remote Similarity	0.639	NPC93653
Remote Similarity	0.6389	NPC276674
Remote Similarity	0.6389	NPC33902
Remote Similarity	0.6388	NPC478075
Remote Similarity	0.6388	NPC321428
Remote Similarity	0.6388	NPC471155
Remote Similarity	0.6385	NPC5167
Remote Similarity	0.6385	NPC287588
Remote Similarity	0.6384	NPC232600
Remote Similarity	0.6382	NPC290404
Remote Similarity	0.638	NPC70259
Remote Similarity	0.6379	NPC182907
Remote Similarity	0.6379	NPC189903
Remote Similarity	0.6377	NPC299582
Remote Similarity	0.6376	NPC312531
Remote Similarity	0.6372	NPC244606
Remote Similarity	0.6372	NPC473422
Remote Similarity	0.6372	NPC156728
Remote Similarity	0.6372	NPC38961
Remote Similarity	0.6372	NPC119579
Remote Similarity	0.6368	NPC241263
Remote Similarity	0.6367	NPC477066
Remote Similarity	0.6364	NPC475190
Remote Similarity	0.6364	NPC160113
Remote Similarity	0.6364	NPC476220
Remote Similarity	0.636	NPC311906
Remote Similarity	0.636	NPC270241
Remote Similarity	0.636	NPC194740
Remote Similarity	0.6359	NPC69213
Remote Similarity	0.6357	NPC329480
Remote Similarity	0.6352	NPC244425
Remote Similarity	0.6352	NPC101350
Remote Similarity	0.6352	NPC313327
Remote Similarity	0.6352	NPC305984
Remote Similarity	0.6352	NPC293151
Remote Similarity	0.6352	NPC15384
Remote Similarity	0.6348	NPC208284
Remote Similarity	0.6348	NPC61731
Remote Similarity	0.6348	NPC186569
Remote Similarity	0.6347	NPC28510
Remote Similarity	0.6344	NPC225400
Remote Similarity	0.6343	NPC28425
Remote Similarity	0.634	NPC476069
Remote Similarity	0.6335	NPC205934
Remote Similarity	0.6335	NPC469816
Remote Similarity	0.6335	NPC469815
Remote Similarity	0.6335	NPC43787
Remote Similarity	0.6333	NPC471604
Remote Similarity	0.6323	NPC17677
Remote Similarity	0.632	NPC51854
Remote Similarity	0.632	NPC48353
Remote Similarity	0.6316	NPC470786
Remote Similarity	0.6316	NPC472538

Drug Structure

NPD4356 OpenBabel08211705262D 33 36 0 0 0 0 0 0 0 0999 V2000 -4.3776 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -4.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 1.9067 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 -6.1097 -4.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -4.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 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 -1.7796 -0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 2.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 1.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -4.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -5.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -5.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -1.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 6 1 0 0 0 0 3 13 2 0 0 0 0 4 7 2 0 0 0 0 4 13 1 0 0 0 0 5 8 1 0 0 0 0 5 14 2 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 18 2 0 0 0 0 9 10 1 0 0 0 0 9 24 1 0 0 0 0 10 25 1 0 0 0 0 11 14 1 0 0 0 0 11 16 2 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 16 19 1 0 0 0 0 17 26 1 0 0 0 0 18 28 1 0 0 0 0 19 22 1 0 0 0 0 19 23 2 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010033
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.15
ALogP	-1.2382
MLogP	3
XLogP	4.78
HDA	6
HBD	4
Rotatable Bonds	7
TPSA	112.59
RO5 Violation	0