Responsive image

Common name


Ramipril

IUPAC name


(2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

SMILES


[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC

Compound class


Angiotensin-Converting Enzyme Inhibitors; Antihypertensive Agents; Lipid Modifying Agents; Cardiovascular System; Agents Acting on the Renin-Angiotensin System; ACE Inhibitors, Plain; ACE Inhibitors and Diuretics; ACE Inhibitors and Calcium Channel Blockers;

Therapeutic area


For the management of mild to severe hypertension. May be used to reduce cardiovascular mortality following myocardial infarction in hemodynamically stable individuals who develop clinical signs of congestive heart failure within a few days following myocardial infarction. To reduce the rate of death, myocardial infarction and stroke in individuals at high risk of cardiovascular events. May be used to slow the progression of renal disease in individuals with hypertension, diabetes mellitus and microalubinuria or overt nephropathy.

Common name


Ramipril

IUPAC name


(2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

SMILES


[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC

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

FORMULA


C23H32N2O5

Responsive image

Common name


Ramipril

IUPAC name


(2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

Molecular weight


416.511

clogP


2.572

clogS


-3.281

HBond Acceptor


5

HBond Donor


2

Total Polar
Surface Area


95.94

Number of Rings


3

Rotatable Bond


11

Drug ID Common name Structure CAS SMILE Frequency
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00025 propan-1-amine Responsive image CCCN 0.0292
FDBF00040 ethanamine Responsive image CCN 0.0677
FDBF00073 N-ethylpropan-1-amine Responsive image N(CCC)CC 0.0086
FDBF00100 ethyl formate Responsive image O(C=O)CC 0.0244
FDBF00189 (2S,3aS,6aS)-1-propanoyl-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid Responsive image C(C)C(=O)N1C2C(CC1C(=O)O)CCC2 0.0003
FDBF00190 ethyl propanoate Responsive image C(C)C(=O)OCC 0.0086
FDBF00192 ethyl (2S)-2-aminopropanoate Responsive image C(C)(N)C(=O)OCC 0.0031
FDBF00193 propylbenzene Responsive image C(c1ccccc1)CC 0.0186
FDBF00194 3-phenylpropan-1-amine Responsive image C(c1ccccc1)CCN 0.0052
18 , 2