Details of the Drug

General Information of Drug (ID: DMU1XOD)

Drug Name
Nafamostat
Synonyms
FUT-175; Nafamostat [INN]; Nafamostatum [Latin]; UNII-Y25LQ0H97D; Nafamstat; Nafamstat Mesilate; 6-Amidino2-naphthyl 4-guanidinobenzoate; Y25LQ0H97D; CHEMBL273264; C19H17N5O2; Nafamostat (INN); p-Guanidinobenzoic acid ester with 6-hydroxy-2-naphthamidine; Nafamostatum
Indication
Disease Entry ICD 11 Status REF
Pancreatitis DC31-DC34 Approved [1]
Coronavirus Disease 2019 (COVID-19) 1D6Y Phase 2/3 [2]
Sepsis 1G40-1G41 Discontinued in Phase 2 [3]
Middle East Respiratory Syndrome (MERS) 1D64 Preclinical [4]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 347.4
Logarithm of the Partition Coefficient (xlogp) 2
Rotatable Bond Count (rotbonds) 5
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 4
ADMET Property
Clearance
The drug present in the plasma can be removed from the body at the rate of 81.96 mL/min/kg [5]
Half-life
The concentration or amount of drug in body reduced by one-half in 1.84 hours [5]
Vd
Fluid volume that would be required to contain the amount of drug present in the body at the same concentration as in the plasma 5.71 L/kg [5]
Chemical Identifiers
Formula
C19H17N5O2
IUPAC Name
(6-carbamimidoylnaphthalen-2-yl) 4-(diaminomethylideneamino)benzoate
Canonical SMILES
C1=CC(=CC=C1C(=O)OC2=CC3=C(C=C2)C=C(C=C3)C(=N)N)N=C(N)N
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)
InChIKey
MQQNFDZXWVTQEH-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
4413
ChEBI ID
CHEMBL273264
CAS Number
81525-10-2
UNII
Y25LQ0H97D
DrugBank ID
DB12598
TTD ID
D07XHO
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Serine protease unspecific (SP) TTEMV5X NOUNIPROTAC Inhibitor [6]
Tumor necrosis factor (TNF) TTF8CQI TNFA_HUMAN Not Available [7]
COVID-19 spike glycoprotein (S) TTZ3COY SPIKE_SARS2 Inhibitor [8]
MERS-CoV spike glycoprotein (S) TT85VHW A0A140AYZ5_9BETC Inhibitor [4]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Pancreatitis
ICD Disease Classification DC31-DC34
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Tumor necrosis factor (TNF) DTT TNF 8.51E-01 0.05 0.27
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4262).
2 ClinicalTrials.gov (NCT04352400) Efficacy of Nafamostat in Covid-19 Patients (RACONA Study). U.S. National Institutes of Health.
3 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800006437)
4 Identification of Nafamostat as a Potent Inhibitor of Middle East Respiratory Syndrome Coronavirus S Protein-Mediated Membrane Fusion Using the Split-Protein-Based Cell-Cell Fusion Assay Antimicrob Agents Chemother. 2016 Oct 21;60(11):6532-6539.
5 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
6 Tryptase-positive mast cells correlate with angiogenesis in early breast cancer patients. Int J Oncol. 2009 Jul;35(1):115-20.
7 Clinical pipeline report, company report or official report of AstraZeneca (2009).
8 Therapeutic options for the 2019 novel coronavirus (2019-nCoV). Nat Rev Drug Discov. 2020 Mar;19(3):149-150.