Enalaprilat
(2S)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]pyrrolidine-2-carboxylic acid
Molecular Identity
Enalaprilat
(2S)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]pyrrolidine-2-carboxylic acid
PubChem CID: 5462501
Enalaprilat (anhydrous) is enalapril 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. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor and an antihypertensive agent. It is a dicarboxylic acid and a dipeptide.
2D Structure
Properties
C18H24N2O5
Molecular Formula
348.40
Molecular Weight
g/mol
348.1685
Exact Mass
Da
-0.7
XLogP
Drug-like (Lipinski: < 5)
107
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
6
H-Bond Acceptors
490
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Enalaprilat76420-72-9EnalaprilateEnalaprilatumEnalapril diacidEnalaprilat anhydrousenalaprilat (anhydrous)N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-L-prolineQ508Q118JMMK 422CHEBI:4786N-(1(S)-Carboxy-3-phenylpropyl)-L-alanyl-L-prolineNSC-760053(2S)-1-[(2S)-2-[[(2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]pyrrolidine-2-carboxylic acidL-Proline, N-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl-
Data from PubChem (NCBI)
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