CHEBI:4784 - enalapril

ChEBI IDCHEBI:4784
ChEBI Nameenalapril
Stars
DefinitionA dicarboxylic acid monoester that is ethyl 4-phenylbutanoate in which a hydrogen α to the carboxy group is substituted by the amino group of L-alanyl-L-proline (S-configuration).
Secondary ChEBI IDCHEBI:116847
Last Modified5 October 2021
DownloadsMolfile
FormulaC20H28N2O5
Net Charge0
Average Mass376.453
Monoisotopic Mass376.19982
SMILESCCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)O
InChIInChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1
InChIKeyGBXSMTUPTTWBMN-XIRDDKMYSA-N
Wikipedia
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.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
enalapril (CHEBI:4784) has functional parent enalaprilat (anhydrous) (CHEBI:4786)
enalapril (CHEBI:4784) has role antihypertensive agent (CHEBI:35674)
enalapril (CHEBI:4784) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
enalapril (CHEBI:4784) has role geroprotector (CHEBI:176497)
enalapril (CHEBI:4784) has role prodrug (CHEBI:50266)
enalapril (CHEBI:4784) is a dicarboxylic acid monoester (CHEBI:36244)
enalapril (CHEBI:4784) is a dipeptide (CHEBI:46761)
Incoming Relation(s)
enalapril maleate (CHEBI:4785) has part enalapril (CHEBI:4784)
IUPAC Name 
N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-proline
INNs  Source
ánalaprilWHO MedNet
enalaprilChemIDplus
enalaprilaChemIDplus
enalaprilumChemIDplus
Synonyms  Source
1-(N-((S)-1-carboxy-3-phenylpropyl)-L-alanyl)-L-proline 1'-ethyl esterChemIDplus
EnalaprilKEGG COMPOUND
ENALAPRILChEMBL
(S)-1-(N-(1-(ethoxycarbonyl)-3-phenylpropyl)-L-alanyl)-L-prolineChemIDplus
(S)-1-{(S)-2-[1-((S)-Ethoxycarbonyl)-3-phenyl-propylamino]-propionyl}-pyrrolidine-2-carboxylic acidChEMBL
Manual XrefsDatabases
1005DrugCentral
4534998ChemSpider
C06977KEGG COMPOUND
CPD0-2065MetaCyc
D07892KEGG DRUG
DB00584DrugBank
EnalaprilWikipedia
EP12401Patent
HMDB0014722HMDB
LSM-3282LINCS
US4374829Patent
Registry NumbersSources
Beilstein:3657467Beilstein
CAS:75847-73-3KEGG COMPOUND
CAS:75847-73-3ChemIDplus
Citations