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CHEBI:4786 - enalaprilat (anhydrous)

ChEBI IDCHEBI:4786
ChEBI Nameenalaprilat (anhydrous)
Stars
DefinitionEnalapril in which the ethyl ester group has been hydrolysed to the corresponding carboxylic acid. Enalaprilat is an angiotensin-converting enzyme (ACE) inhibitor and is used (often in the form of its prodrug, enalapril) in the treatment of hypertension and heart failure, for reduction of proteinuria and renal disease in patients with nephropathies, and for the prevention of stroke, myocardial infarction, and cardiac death in high-risk patients. Unlike enalapril, enalaprilat is not absorbed by mouth but is given by intravenous injection, usually as the dihydrate.
Secondary ChEBI IDCHEBI:123355
Last Modified25 February 2016
DownloadsMolfile
FormulaC18H24N2O5
Net Charge0
Average Mass348.399
Monoisotopic Mass348.16852
SMILESC[C@H](N[C@@H](CCc1ccccc1)C(=O)O)C(=O)N1CCC[C@H]1C(=O)O
InChIInChI=1S/C18H24N2O5/c1-12(16(21)20-11-5-8-15(20)18(24)25)19-14(17(22)23)10-9-13-6-3-2-4-7-13/h2-4,6-7,12,14-15,19H,5,8-11H2,1H3,(H,22,23)(H,24,25)/t12-,14-,15-/m0/s1
InChIKeyLZFZMUMEGBBDTC-QEJZJMRPSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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:
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).
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
enalaprilat (anhydrous) (CHEBI:4786) has role antihypertensive agent (CHEBI:35674)
enalaprilat (anhydrous) (CHEBI:4786) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
enalaprilat (anhydrous) (CHEBI:4786) is a dicarboxylic acid (CHEBI:35692)
enalaprilat (anhydrous) (CHEBI:4786) is a dipeptide (CHEBI:46761)
Incoming Relation(s)
enalapril (CHEBI:4784) has functional parent enalaprilat (anhydrous) (CHEBI:4786)
enalaprilat dihydrate (CHEBI:59877) has part enalaprilat (anhydrous) (CHEBI:4786)
IUPAC Name 
N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-L-proline
Synonyms  Source
enalaprilat anhydrousChemIDplus
enalaprilatChemIDplus
enalapril diacidChemIDplus
enalapril acidChemIDplus
enalaprilatumChemIDplus
enalaprilateChemIDplus
Manual XrefsDatabases
C11720KEGG COMPOUND
EP12401Patent
US4374829Patent
DB00584DrugBank
EALPDBeChem
LSM-6026LINCS
Registry NumbersSources
Beilstein:3656856Beilstein
CAS:76420-72-9KEGG COMPOUND
CAS:76420-72-9ChemIDplus