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CHEBI:3380 - captopril

Default Structure
ChEBI IDCHEBI:3380
ChEBI Namecaptopril
Stars
DefinitionA L-proline derivative in which L-proline is substituted on nitrogen with a (2S)-2-methyl-3-sulfanylpropanoyl group. It is used as an anti-hypertensive ACE inhibitor drug.
Last Modified22 February 2017
DownloadsMolfile
FormulaC9H15NO3S
Net Charge0
Average Mass217.290
Monoisotopic Mass217.07726
SMILESC[C@H](CS)C(=O)N1CCC[C@H]1C(=O)O
InChIInChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1
InChIKeyFAKRSMQSSFJEIM-RQJHMYQMSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor  An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
Applications:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor  An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
ChEBI Ontology
Outgoing Relation(s)
captopril (CHEBI:3380) has role antihypertensive agent (CHEBI:35674)
captopril (CHEBI:3380) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
captopril (CHEBI:3380) is a N-acylpyrrolidine (CHEBI:46766)
captopril (CHEBI:3380) is a L-proline derivative (CHEBI:84186)
captopril (CHEBI:3380) is a alkanethiol (CHEBI:47908)
captopril (CHEBI:3380) is a pyrrolidinemonocarboxylic acid (CHEBI:46701)
Incoming Relation(s)
captopril disulfide (CHEBI:53236) has functional parent captopril (CHEBI:3380)
IUPAC Name 
1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline
INNs  Source
captoprilChemIDplus
captoprilumChemIDplus
Synonyms  Source
(2S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acidChEBI
CaptoprylDrugBank
CPChEBI
L-CaptoprilDrugBank
D-2-methyl-3-mercaptopropanoyl-L-prolineChemIDplus
D-3-mercapto-2-methylpropanoyl-L-prolineChemIDplus
Brand Names  Source
AcepressDrugBank
ApoprilDrugBank
CapotenDrugBank
CaptolaneDrugBank
CaptorilDrugBank
CesplonDrugBank
Manual XrefsDatabases
484DrugCentral
CaptoprilWikipedia
D00251KEGG DRUG
DB01197DrugBank
LSM-5648LINCS
US4046889Patent
US4105776Patent
Registry NumbersSources
Beilstein:477887Beilstein
CAS:62571-86-2ChemIDplus
CAS:62571-86-2KEGG DRUG
CAS:62571-86-2NIST Chemistry WebBook
Citations