CHEBI:135632 - camostat

ChEBI IDCHEBI:135632
ChEBI Namecamostat
Stars
DefinitionA 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.
Last Modified13 April 2021
DownloadsMolfile
FormulaC20H22N4O5
Net Charge0
Average Mass398.419
Monoisotopic Mass398.15902
SMILESCN(C)C(=O)COC(=O)Cc1ccc(OC(=O)c2ccc(NC(=N)N)cc2)cc1
InChIInChI=1S/C20H22N4O5/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/h3-10H,11-12H2,1-2H3,(H4,21,22,23)
InChIKeyXASIMHXSUQUHLV-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
antiviral agent  A substance that destroys or inhibits replication of viruses.
serine protease inhibitor  Any protease inhibitor that restricts the action of a serine protease.
Applications:
antifibrinolytic drug  A drug that prevent fibrinolysis or lysis of a blood clot or thrombus.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
camostat (CHEBI:135632) has functional parent 4-guanidinobenzoic acid (CHEBI:125204)
camostat (CHEBI:135632) has role anti-inflammatory agent (CHEBI:67079)
camostat (CHEBI:135632) has role anticoronaviral agent (CHEBI:149553)
camostat (CHEBI:135632) has role antifibrinolytic drug (CHEBI:48675)
camostat (CHEBI:135632) has role antihypertensive agent (CHEBI:35674)
camostat (CHEBI:135632) has role antineoplastic agent (CHEBI:35610)
camostat (CHEBI:135632) has role antiviral agent (CHEBI:22587)
camostat (CHEBI:135632) has role serine protease inhibitor (CHEBI:64926)
camostat (CHEBI:135632) is a benzoate ester (CHEBI:36054)
camostat (CHEBI:135632) is a carboxylic ester (CHEBI:33308)
camostat (CHEBI:135632) is a diester (CHEBI:51307)
camostat (CHEBI:135632) is a guanidines (CHEBI:24436)
camostat (CHEBI:135632) is a tertiary carboxamide (CHEBI:140326)
camostat (CHEBI:135632) is conjugate base of camostat(1+) (CHEBI:169939)
Incoming Relation(s)
camostat(1+) (CHEBI:169939) is conjugate acid of camostat (CHEBI:135632)
IUPAC Name 
4-{2-[2-(dimethylamino)-2-oxoethoxy]-2-oxoethyl}phenyl 4-carbamimidamidobenzoate
INNs  Source
camostatWHO MedNet
camostatWHO MedNet
camostatWHO MedNet
camostatumWHO MedNet
Synonyms  Source
4-{2-[(dimethylcarbamoyl)methoxy]-2-oxoethyl}phenyl 4-carbamimidamidobenzoateIUPAC
N,N-dimethylcarbamoylmethyl 4-(4-guanidinobenzoyloxy)phenylacetateChEBI
Manual XrefsDatabases
2440ChemSpider
471DrugCentral
CamostatWikipedia
D07606KEGG DRUG
DB13729DrugBank
Registry NumbersSources
CAS:59721-28-7ChemIDplus
Citations