Responsive image

Common name


Trandolapril

IUPAC name


(2S,3aR,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid

SMILES


[H][C@@]12C[C@H](N(C(=O)[C@H](C)N[C@@H](CCC3=CC=CC=C3)C(=O)OCC)[C@@]1([H])CCCC2)C(O)=O

Compound class


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

Therapeutic area


For the treatment of mild to moderate hypertension, as an adjunct in the treatment of congestive heart failure (CHF), to improve survival following myocardial infarction (MI) in individuals who are hemodynamically stable and demonstrate symptoms of left ventricular systolic dysfunction or signs of CHF within a few days following acute MI, and to slow progression of renal disease in hypertensive patients with diabetes mellitus and microalbuminuria or overt nephropathy.

Common name


Trandolapril

IUPAC name


(2S,3aR,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid

SMILES


[H][C@@]12C[C@H](N(C(=O)[C@H](C)N[C@@H](CCC3=CC=CC=C3)C(=O)OCC)[C@@]1([H])CCCC2)C(O)=O

INCHI


InChI=1S/C24H34N2O5/c1-3-31-24(30)19(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-20-12-8-7-11-18(20)15-21(26)23(28)29/h4-6,9-10,16,18-21,25H,3,7-8,11-15H2,1-2H3,(H,28,29)/t16-,18+,19-,20-,21-/m0/s1

FORMULA


C24H34N2O5

Responsive image

Common name


Trandolapril

IUPAC name


(2S,3aR,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid

Molecular weight


430.537

clogP


2.823

clogS


-3.547

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
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
FDBF00194 3-phenylpropan-1-amine Responsive image C(c1ccccc1)CCN 0.0052
FDBF01171 (2S,3aR,7aS)-1-propanoyl-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid Responsive image C(C)C(=O)N1C2C(CC1C(=O)O)CCCC2 0.0003
FDBF01172 (2S,3aR,7aS)-1-formyl-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid Responsive image O=CN1C2C(CC1C(=O)O)CCCC2 0.0003
18 , 2