Camostat mesilateProduct ingredient for Camostat

Name
Camostat mesilate
Drug Entry
Camostat

Camostat mesylate, or FOY-305, is a synthetic serine protease inhibitor.2,4 It was first described in the literature in 1981, as part of research on the inhibition of skin tumors in mice.8 Camostat mesylate inhibits cholecystokinin, pro-inflammatory cytokines, and serine proteases, leading to it being investigated for multiple indications including the treatment of COVID-19.6,7,1

Camostat mesylate was first approved in Japan in January 2006.9

Accession Number
DBSALT002914
Structure
Synonyms
Camostat mesilate / Camostat mesylate / Camostat monomethanesulfonate
External IDs
FOY 305
UNII
451M50A1EQ
CAS Number
59721-29-8
Weight
Average: 494.52
Monoisotopic: 494.147134987
Chemical Formula
C21H26N4O8S
InChI Key
FSEKIHNIDBATFG-UHFFFAOYSA-N
InChI
InChI=1S/C20H22N4O5.CH4O3S/c1-24(2)17(25)12-28-18(26)11-13-3-9-16(10-4-13)29-19(27)14-5-7-15(8-6-14)23-20(21)22;1-5(2,3)4/h3-10H,11-12H2,1-2H3,(H4,21,22,23);1H3,(H,2,3,4)
IUPAC Name
[amino({4-[(4-{2-[(dimethylcarbamoyl)methoxy]-2-oxoethyl}phenoxy)carbonyl]phenyl}amino)methylidene]azanium methanesulfonate
SMILES
CS([O-])(=O)=O.CN(C)C(=O)COC(=O)CC1=CC=C(OC(=O)C2=CC=C(NC(N)=[NH2+])C=C2)C=C1
ChemSpider
39251
ChEBI
31347
ChEMBL
CHEMBL85164
Wikipedia
Camostat
Predicted Properties
PropertyValueSource
Water Solubility0.0255 mg/mLALOGPS
logP1.35ALOGPS
logP1.51Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)19.54Chemaxon
pKa (Strongest Basic)8.54Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area136.55 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity118.57 m3·mol-1Chemaxon
Polarizability42.24 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon