Ramipril
(2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
Molecular Identity
Ramipril
(2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
PubChem CID: 5362129
Ramipril is a dipeptide that is the prodrug for ramiprilat, the active metabolite obtained by hydrolysis of the ethyl ester group. An angiotensin-converting enzyme (ACE) inhibitor, used to treat high blood pressure and congestive heart failure. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, a prodrug, a matrix metalloproteinase inhibitor, a cardioprotective agent and a bradykinin receptor B2 agonist. It is an ethyl ester, a dicarboxylic acid monoester, an azabicycloalkane, a cyclopentapyrrole and a dipeptide. It is a conjugate acid of a ramipril(1-).
2D Structure
Properties
C23H32N2O5
Molecular Formula
416.50
Molecular Weight
g/mol
416.2311
Exact Mass
Da
1.4
XLogP
Drug-like (Lipinski: < 5)
95.9
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
6
H-Bond Acceptors
619
Complexity
SMILES
Canonical SMILES
SMILES: CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2C3CCCC3CC2C(=O)OIsomeric SMILES
SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(=O)OSynonyms(20)
ramipril87333-19-5AltaceTritaceTriatecRamaceVesdilDelixCardaceAcovilPramaceHoe-498RamiprilumUniprilRamiprilum [Latin]
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Ramipril
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