General Information of the Compound
Compound ID
CP0082712
Compound Name
4-Guanidino-benzoic acid 6-carbamimidoyl-naphthalen-2-yl ester
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Synonyms
6-Amidino2-naphthyl 4-guanidinobenzoate
C19H17N5O2
CHEMBL273264
FUT-175
Nafamostat
Nafamostat (INN)
Nafamostat [INN]
Nafamostatum
Nafamostatum [Latin]
Nafamstat
Nafamstat Mesilate
UNII-Y25LQ0H97D
Y25LQ0H97D
p-Guanidinobenzoic acid ester with 6-hydroxy-2-naphthamidine
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Structure
Formula
C19H17N5O2
Molecular Weight
347.378
Canonical SMILES
NC(N)=Nc1ccc(cc1)C(=O)Oc1ccc2cc(ccc2c1)C(N)=N
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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)
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InChIKey
MQQNFDZXWVTQEH-UHFFFAOYSA-N
CAS
81525-10-2
Physicochemical Property
logP
2.24797
Rotatable Bonds
4
Heavy Atom Count
26
Polar Areas
140.57
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
4
Complexity
26

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 4413
SID: 129980079
ChEMBL ID
CHEMBL273264
DrugBank ID
DB12598
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT03019, Hepatocyte growth factor activator
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  2
1
IC50 = 150 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
Ki = 25 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 25 nM
Protein ID: PT03005, Serine protease hepsin
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000265 NS0
 Cell Line Info 
Mus musculus (Mouse)  1
1
IC50 = 5 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.53 nM
Clinical Information about the Compound
Drug 1 ( Nafamostat )
Drug Name Nafamostat
Indication
Pancreatitis
Approved
Sepsis
Discontinued in Phase 2
Target(s)
Tumor necrosis factor (TNF)
 Target Info 
-
Drug 2 ( Nafamostat )
Drug Name Nafamostat
Indication
Coronavirus Disease 2019 (COVID-19)
Phase 2/3
Middle East Respiratory Syndrome (MERS)
Preclinical
Target(s)
COVID-19 spike glycoprotein (S)
 Target Info 
Inhibitor