Drug Information

Drug ID:  NPD3290
Drug Name:  Nafamostat
Molecular Formula:  C19H17N5O2
Canonical SMILES:  NC(=N)Nc1ccc(cc1)C(=O)Oc1ccc2c(c1)ccc(c2)C(=N)N
Standard InCHI:  InChI=1S/C19H17N5O2/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/h1-10H,(H3,20,21)(H4,22,23,24)
Standard InCHIKey:  MQQNFDZXWVTQEH-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD3290

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.


  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

External Identifiers

TTD   DCL000510; DNC000983
DrugBank   DB12598
ChEMBL   CHEMBL273264
IUPHAR/BPS   4262
PharmaGKB  
KEGG Drug  
PubChem CID   4413
ChEBI   135466
CAS Number  81525-10-2

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