Compound: Camostat
SMILES: O=C(Oc1ccc(CC(=O)OCC(=O)N(C)C)cc1)c2ccc(N=C(N)N)cc2
InChIKey: XASIMHXSUQUHLV-UHFFFAOYSA-N
Synonyms: Camostat, 59721-28-7, camostate, Camostatum, 0FD207WKDU, DTXSID6044010, CHEBI:135632, p-Guanidinobenzoic acid, ester with (p-hydroxyphenyl)acetic acid, ester with N,N-dimethylglycolamide, 4-{2-[(dimethylcarbamoyl)methoxy]-2-oxoethyl}phenyl 4-carbamimidamidobenzoate, (4-(2-(2-dimethylamino-2-oxoethoxy)-2-oxoethyl)phenyl) 4-(diaminomethylideneamino)benzoate, [4-[2-(2-dimethylamino-2-oxoethoxy)-2-oxoethyl]phenyl] 4-(diaminomethylideneamino)benzoate, 4-(2-((dimethylcarbamoyl)methoxy)-2-oxoethyl)phenyl 4-carbamimidamidobenzoate, RefChem:573682, DTXCID4024010, Camostat [INN], [4-[2-[2-(dimethylamino)-2-oxoethoxy]-2-oxoethyl]phenyl] 4-(diaminomethylideneamino)benzoate, Camostat (INN), 4-(2-(2-(Dimethylamino)-2-oxoethoxy)-2-oxoethyl)phenyl 4-guanidinobenzoate, Camostatum [INN-Latin], CHEMBL85164, CCRIS 7219, NCGC00167526-01, UNII-0FD207WKDU, camostat-mesilate, Dimethylcarbamoylmethyl 4-(4-guqnidinobenzoyloxy)phenylacetat, CAMOSTAT [MI], CAMOSTAT [WHO-DD], US9199927, camostat, SCHEMBL125269, SCHEMBL125270, CHEMBL590799, GTPL6432, orb1740445, BDBM193418, GLXC-22359, EX-A5738, BDBM50031706, BDBM50424712, DB13729, NCGC00167526-03, DB-053447, HY-165529, NS00126543, D07606, Q5026909, BRD-K43806473-066-02-1, 4-(2-(2-(Dimethylamino)-2-oxoethoxy)-2-oxoethyl)phenyl4-guanidinobenzoate, N,N-dimethyl carbamoylmethyl-p-(p-guanidinobenzoyloxy) phenyl-acetate, 4-{2-[2-(Dimethylamino)-2-oxoethoxy]-2-oxoethyl}phenyl 4-(carbamimidoylamino)benzoate, 4-Guanidino-benzoic acid 4-dimethylcarbamoylmethoxycarbonylmethyl-phenyl ester; compound with methanesulfonic acid
Theoretical properties:
molecular_formula: C20H22N4O5
molecular_weight: 398.4 g/mol
exact_mass: 398.15901982 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 9
heavy_atom_count: 29
topological_polar_surface_area: 137 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 194-198
Descriptions:
pubchem: Camostat is a benzoate ester resulting from the formal condensation of the carboxy group of 4-guanidinobenzoic acid with the hydroxy group of 2-(dimethylamino)-2-oxoethyl (4-hydroxyphenyl)acetate. It is a potent inhibitor of the human transmembrane protease serine 2 (TMPRSS2) and its mesylate salt is currently under investigation for its effectiveness in COVID-19 patients. It has a role as an anticoronaviral agent, an antiviral agent, an antineoplastic agent, an antihypertensive agent, an antifibrinolytic drug, a serine protease inhibitor and an anti-inflammatory agent. It is a tertiary carboxamide, a member of guanidines, a carboxylic ester, a benzoate ester and a diester. It is functionally related to a 4-guanidinobenzoic acid. It is a conjugate base of a camostat(1+).
chebi: A benzoate ester resulting from the formal condensation of the carboxy group of 4-guanidinobenzoic acid with the hydroxy group of 2-(dimethylamino)-2-oxoethyl (4-hydroxyphenyl)acetate. It is a potent inhibitor of the human transmembrane protease serine 2 (TMPRSS2) and its mesylate salt is currently under investigation for its effectiveness in COVID-19 patients.
chembl: CAMOSTAT is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Camostat is a serine protease inhibitor. Serine protease enzymes have a variety of functions in the body, and so camostat has a diverse range of uses. Camostat is approved in Japan for the treatment of chronic pancreatitis and postoperative reflux esophagitis. The oral proteolytic enzyme inhibitor has been on the market since 1985 under the trade name Foipan Tablets. The manufacturer is Ono Pharmaceutical. The drug is used in the treatment of some forms of cancer and is also effective against some viral infections, as well as inhibiting fibrosis in liver or kidney disease or pancreatitis.