nafamostat   Click here for help

GtoPdb Ligand ID: 4262

Synonyms: CKD-314 | CKD314 | FUT-175 | Nafabelltan®
Approved drug PDB Ligand
nafamostat is an approved drug (Japan only)
Compound class: Synthetic organic
Comment: Nafamostat is a guanidinobenzoate-containing inhibitor, with activity against a range of serine proteases. Some data is attached to nafamostat mesylate (PubChem CID 5311180).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 5
Topological polar surface area 140.57
Molecular weight 347.14
XLogP 2.98
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NC(=Nc1ccc(cc1)C(=O)Oc1ccc2c(c1)ccc(c2)C(=N)N)N
Isomeric SMILES NC(=Nc1ccc(cc1)C(=O)Oc1ccc2c(c1)ccc(c2)C(=N)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)
InChI Key MQQNFDZXWVTQEH-UHFFFAOYSA-N
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
ASIC3 Hs Channel blocker - ~5.6 pIC50 - 6
pIC50 ~5.6 (IC50 ~2.5x10-6 M) transient component [6]
ASIC1 Hs Channel blocker - ~4.9 pIC50 - 6
pIC50 ~4.9 (IC50 ~1.3x10-5 M) ASIC1a [6]
ASIC2 Hs Channel blocker - ~4.2 pIC50 - 6
pIC50 ~4.2 (IC50 ~7x10-5 M) [6]
TRPM7 Hs Channel blocker Inhibition 3.2 pIC50 - 1
pIC50 3.2 (IC50 6.17x10-4 M) Reversible inhibition, voltage and divalent cation dependent [1]
Voltage: -100.0 – 100.0 mV
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
tryptase alpha/beta 1 Primary target of this compound Hs Inhibitor Inhibition 10.0 pIC50 - 4
pIC50 10.0 (IC50 9.53x10-11 M) [4]
serine protease 1 Primary target of this compound Hs Inhibitor Inhibition 7.8 pIC50 - 2
pIC50 7.8 (IC50 1.7x10-8 M) [2]
transmembrane serine protease 2 Hs Inhibitor Inhibition 7.0 pIC50 - 7
pIC50 7.0 (IC50 1x10-7 M) [7]
Description: Inhibition of TMPRSS2-dependent MERS-S-mediated membrane fusion in an in vitro reporter assay.
complement C1r Primary target of this compound Hs Inhibitor Inhibition 4.9 pIC50 - 2
pIC50 4.9 (IC50 1.2x10-5 M) [2]