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Ramipril

CAT: 0926-FC27676-04Size: 10000 mgDry Ice: NoHazardous: No
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CAS Number
87333-19-5
Synonyms
(2S,3aS,6aS) -1 ((S) -N- ((S) -1-Carboxy-3-phenylpropyl) alanyl) octahydrocyclopenta (b) pyrrole-2-carboxylic acid 1-ethyl ester
MDL Number
MFCD00865775
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) O
Molecular Formula
C23H32N2O5
Molecular Weight
416.51 g/mol
Controlled
No

Chemical Information

Ramipril

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-).

CAS Number87333-19-5
PubChem CID5362129
IUPAC Name(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 FormulaC23H32N2O5
Molecular Weight416.5
XLogP1.4
Topological Polar Surface Area95.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Heavy Atom Count30
Formal Charge0
Complexity619
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)O
InChI
InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1
InChIKey
HDACQVRGBOVJII-JBDAPHQKSA-N
Chemical Structure
2D Structure
2D structure of Ramipril
CAS: 87333-19-5
CID: 5362129
Formula: C23H32N2O5
MW: 416.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight416.5
XLogP31.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Exact Mass416.23112213
Monoisotopic Mass416.23112213
Topological Polar Surface Area95.9 Ų
Heavy Atom Count30
Formal Charge0
Complexity619
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Related Products

CatalogName
FR27678-01Ramiprilat
MR07280-01Ramiprilat acyl-b-D-glucuronide
MR07282-01Ramiprilat-D5 acyl-b-D-glucuronide

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CatalogName
B2133-50Ramipril

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