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
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00023 toluene Responsive image c1(ccccc1)C 0.1268
FDBF00068 N-methylethanamine Responsive image N(CC)C 0.0429
FDBF00070 N-ethylethanamine Responsive image N(CC)CC 0.0240
FDBF00103 ethyl acetate Responsive image O(C(=O)C)CC 0.0127
FDBF00141 ethylbenzene Responsive image c1(ccccc1)CC 0.0371
FDBF00191 ethyl 2-aminoacetate Responsive image C(N)C(=O)OCC 0.0041
FDBF00195 (2S,3aS,6aS)-1-formyl-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid Responsive image O=CN1C2C(CC1C(=O)O)CCC2 0.0003
18 , 2