NPASS drugs

Drug Information

Drug ID:	NPD3289
Drug Name:	Nafamostat Mesylate
Molecular Formula:	C19H17N5O2.CH4O3S
Canonical SMILES:	CS(=O)(=O)O.NC(=N)Nc1ccc(cc1)C(=O)Oc1ccc2c(c1)ccc(c2)C(=N)N
Standard InCHI:	InChI=1S/C19H17N5O2.CH4O3S/c20-17(21)14-2-1-13-10-16(8-5-12(13)9-14)26-18(25)11-3-6-15(7-4-11)24-19(22)23;1-5(2,3)4/h1-10H,(H3,20,21)(H4,22,23,24);1H3,(H,2,3,4)
Standard InCHIKey:	ZESSXQLDESEKGC-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3289

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	346
0.1-0.2	1694
0.2-0.3	6473
0.3-0.4	5766
0.4-0.5	7012
0.5-0.6	8989
0.6-0.7	589
0.7-0.8	21
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	0.7512	NPC280799
Intermediate Similarity	0.7391	NPC222561
Intermediate Similarity	0.7343	NPC300156
Intermediate Similarity	0.7315	NPC144452
Intermediate Similarity	0.7308	NPC4687
Intermediate Similarity	0.73	NPC475411
Intermediate Similarity	0.7264	NPC79213
Intermediate Similarity	0.724	NPC474688
Intermediate Similarity	0.717	NPC87413
Intermediate Similarity	0.715	NPC298449
Intermediate Similarity	0.7149	NPC274640
Intermediate Similarity	0.711	NPC198503
Intermediate Similarity	0.7103	NPC39500
Intermediate Similarity	0.7095	NPC45190
Intermediate Similarity	0.7083	NPC169402
Intermediate Similarity	0.707	NPC116238
Intermediate Similarity	0.7064	NPC225279
Intermediate Similarity	0.7062	NPC308943
Intermediate Similarity	0.7062	NPC249583
Intermediate Similarity	0.7059	NPC470018
Intermediate Similarity	0.7019	NPC25897
Remote Similarity	0.6987	NPC475844
Remote Similarity	0.6985	NPC288305
Remote Similarity	0.6972	NPC184408
Remote Similarity	0.6971	NPC5374
Remote Similarity	0.6968	NPC51388
Remote Similarity	0.6963	NPC470020
Remote Similarity	0.6948	NPC39679
Remote Similarity	0.6935	NPC283810
Remote Similarity	0.693	NPC6786
Remote Similarity	0.6919	NPC207971
Remote Similarity	0.6912	NPC55470
Remote Similarity	0.6909	NPC174760
Remote Similarity	0.6908	NPC470023
Remote Similarity	0.6903	NPC49547
Remote Similarity	0.6898	NPC310211
Remote Similarity	0.6898	NPC308137
Remote Similarity	0.6895	NPC46561
Remote Similarity	0.6887	NPC268077
Remote Similarity	0.6881	NPC235194
Remote Similarity	0.6878	NPC22476
Remote Similarity	0.6875	NPC74575
Remote Similarity	0.6869	NPC90185
Remote Similarity	0.6869	NPC207873
Remote Similarity	0.6869	NPC100573
Remote Similarity	0.6864	NPC208084
Remote Similarity	0.6858	NPC474701
Remote Similarity	0.6854	NPC261388
Remote Similarity	0.6852	NPC187501
Remote Similarity	0.6842	NPC71124
Remote Similarity	0.6837	NPC475133
Remote Similarity	0.6833	NPC150239
Remote Similarity	0.6812	NPC254957
Remote Similarity	0.6809	NPC470019
Remote Similarity	0.6765	NPC160381
Remote Similarity	0.6758	NPC118228
Remote Similarity	0.675	NPC285941
Remote Similarity	0.6742	NPC247803
Remote Similarity	0.673	NPC241263
Remote Similarity	0.6727	NPC3207
Remote Similarity	0.6714	NPC470021
Remote Similarity	0.6711	NPC179287
Remote Similarity	0.6696	NPC39370
Remote Similarity	0.6683	NPC73280
Remote Similarity	0.6681	NPC473186
Remote Similarity	0.6681	NPC208522
Remote Similarity	0.6667	NPC267423
Remote Similarity	0.6667	NPC470017
Remote Similarity	0.6652	NPC187145
Remote Similarity	0.6652	NPC157931
Remote Similarity	0.6651	NPC313112
Remote Similarity	0.6651	NPC301292
Remote Similarity	0.6651	NPC38961
Remote Similarity	0.6651	NPC475147
Remote Similarity	0.665	NPC21425
Remote Similarity	0.6637	NPC115588
Remote Similarity	0.6623	NPC471762
Remote Similarity	0.6622	NPC210434
Remote Similarity	0.6621	NPC61731
Remote Similarity	0.6621	NPC186569
Remote Similarity	0.6621	NPC9894
Remote Similarity	0.6615	NPC93653
Remote Similarity	0.6607	NPC472099
Remote Similarity	0.6606	NPC201697
Remote Similarity	0.6605	NPC162484
Remote Similarity	0.6604	NPC72211
Remote Similarity	0.6601	NPC85613
Remote Similarity	0.6599	NPC299582
Remote Similarity	0.6592	NPC96321
Remote Similarity	0.6592	NPC473041
Remote Similarity	0.659	NPC321428
Remote Similarity	0.6588	NPC70259
Remote Similarity	0.6587	NPC474059
Remote Similarity	0.6571	NPC475190
Remote Similarity	0.6569	NPC190461
Remote Similarity	0.6569	NPC472163
Remote Similarity	0.6561	NPC124658
Remote Similarity	0.6561	NPC236668
Remote Similarity	0.6561	NPC227361
Remote Similarity	0.656	NPC46679
Remote Similarity	0.6558	NPC288759
Remote Similarity	0.6553	NPC249405
Remote Similarity	0.6552	NPC208898
Remote Similarity	0.6547	NPC293151
Remote Similarity	0.654	NPC43787
Remote Similarity	0.654	NPC205934
Remote Similarity	0.6535	NPC227683
Remote Similarity	0.6532	NPC146976
Remote Similarity	0.653	NPC85661
Remote Similarity	0.653	NPC121510
Remote Similarity	0.653	NPC171882
Remote Similarity	0.6526	NPC23080
Remote Similarity	0.6526	NPC193906
Remote Similarity	0.6526	NPC290404
Remote Similarity	0.6524	NPC154922
Remote Similarity	0.6522	NPC276674
Remote Similarity	0.6522	NPC24019
Remote Similarity	0.6522	NPC278525
Remote Similarity	0.6522	NPC33902
Remote Similarity	0.652	NPC5167
Remote Similarity	0.652	NPC265383
Remote Similarity	0.6516	NPC48353
Remote Similarity	0.6509	NPC303214
Remote Similarity	0.6507	NPC5630
Remote Similarity	0.65	NPC25961
Remote Similarity	0.6498	NPC87714
Remote Similarity	0.6496	NPC470022
Remote Similarity	0.6495	NPC212163
Remote Similarity	0.6488	NPC260118
Remote Similarity	0.6481	NPC291535
Remote Similarity	0.6481	NPC475085
Remote Similarity	0.6481	NPC475112
Remote Similarity	0.6478	NPC66777
Remote Similarity	0.6476	NPC203628
Remote Similarity	0.6473	NPC49184
Remote Similarity	0.6471	NPC23294
Remote Similarity	0.6471	NPC220337
Remote Similarity	0.6468	NPC471604
Remote Similarity	0.6462	NPC198401
Remote Similarity	0.6458	NPC270515
Remote Similarity	0.6457	NPC176113
Remote Similarity	0.6456	NPC311936
Remote Similarity	0.6456	NPC192939
Remote Similarity	0.6456	NPC215747
Remote Similarity	0.6453	NPC473187
Remote Similarity	0.6453	NPC8467
Remote Similarity	0.6453	NPC84347
Remote Similarity	0.6449	NPC234933
Remote Similarity	0.6449	NPC17677
Remote Similarity	0.6447	NPC322482
Remote Similarity	0.6445	NPC114335
Remote Similarity	0.6445	NPC141915
Remote Similarity	0.6445	NPC280964
Remote Similarity	0.6441	NPC119722
Remote Similarity	0.6439	NPC287588
Remote Similarity	0.6438	NPC22481
Remote Similarity	0.6438	NPC478075
Remote Similarity	0.6435	NPC295676
Remote Similarity	0.6435	NPC478078
Remote Similarity	0.6435	NPC232600
Remote Similarity	0.6434	NPC478083
Remote Similarity	0.6429	NPC312531
Remote Similarity	0.6425	NPC303951
Remote Similarity	0.6425	NPC199667
Remote Similarity	0.6425	NPC471304
Remote Similarity	0.6425	NPC119579
Remote Similarity	0.6423	NPC89549
Remote Similarity	0.6423	NPC191489
Remote Similarity	0.6422	NPC9475
Remote Similarity	0.6416	NPC256422
Remote Similarity	0.6415	NPC471825
Remote Similarity	0.6414	NPC257763
Remote Similarity	0.6411	NPC69213
Remote Similarity	0.641	NPC58661
Remote Similarity	0.641	NPC253675
Remote Similarity	0.6409	NPC210828
Remote Similarity	0.6409	NPC86834
Remote Similarity	0.6405	NPC67401
Remote Similarity	0.6394	NPC28425
Remote Similarity	0.6392	NPC13397
Remote Similarity	0.6389	NPC11017
Remote Similarity	0.6388	NPC469439
Remote Similarity	0.6388	NPC476069
Remote Similarity	0.6387	NPC113455
Remote Similarity	0.6385	NPC131017
Remote Similarity	0.6383	NPC108342
Remote Similarity	0.6381	NPC320088
Remote Similarity	0.638	NPC473181
Remote Similarity	0.6372	NPC100863
Remote Similarity	0.6368	NPC38237
Remote Similarity	0.6368	NPC91234
Remote Similarity	0.6368	NPC473180
Remote Similarity	0.6368	NPC329631
Remote Similarity	0.6364	NPC51854
Remote Similarity	0.6364	NPC257851
Remote Similarity	0.6364	NPC283117
Remote Similarity	0.6364	NPC193777
Remote Similarity	0.6359	NPC476044
Remote Similarity	0.6356	NPC148183
Remote Similarity	0.6356	NPC182907

Drug Structure

NPD3289 OpenBabel08211703112D 39 40 0 0 0 0 0 0 0 0999 V2000 10.0263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -7.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -10.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -11.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -10.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -10.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4904 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -10.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 6 1 0 0 0 0 3 11 2 0 0 0 0 4 7 2 0 0 0 0 4 11 1 0 0 0 0 5 8 1 0 0 0 0 5 12 2 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 12 1 0 0 0 0 9 14 2 0 0 0 0 10 13 2 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 14 17 1 0 0 0 0 15 24 1 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 17 21 2 0 0 0 0 18 25 2 0 0 0 0 18 26 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 20 32 1 0 0 0 0 20 33 1 0 0 0 0 21 34 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 23 37 1 0 0 0 0 24 38 1 0 0 0 0 27 31 1 0 0 0 0 28 31 1 0 0 0 0 28 39 1 0 0 0 0 29 31 2 0 0 0 0 30 31 2 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	347.14
ALogP	-1.0372
MLogP	2.78
XLogP	4.725
HDA	6
HBD	5
Rotatable Bonds	8
TPSA	138.07
RO5 Violation	0