Responsive image

Common name


Lisinopril

IUPAC name


(2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid

SMILES


NCCCC[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@H]1C(O)=O

Compound class


Angiotensin-Converting Enzyme Inhibitors; Antihypertensive Agents; Cardiotonic 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 treatment of hypertension and symptomatic congestive heart failure. May be used in conjunction with thrombolytic agents, aspirin and/or β-blockers to improve survival in hemodynamically stable individuals following myocardial infarction. May be used to slow the progression of renal disease in hypertensive patients with diabetes mellitus and microalbuminuria or overt nephropathy.

Common name


Lisinopril

IUPAC name


(2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid

SMILES


NCCCC[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@H]1C(O)=O

INCHI


InChI=1S/C21H31N3O5/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15/h1-3,7-8,16-18,23H,4-6,9-14,22H2,(H,26,27)(H,28,29)/t16-,17-,18-/m0/s1

FORMULA


C21H31N3O5

Responsive image

Common name


Lisinopril

IUPAC name


(2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid

Molecular weight


405.488

clogP


1.649

clogS


-2.687

HBond Acceptor


5

HBond Donor


5

Total Polar
Surface Area


132.96

Number of Rings


2

Rotatable Bond


13

Drug ID Common name Structure CAS SMILE Frequency
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00023 toluene Responsive image c1(ccccc1)C 0.1268
FDBF00030 butan-1-amine Responsive image C(CCN)C 0.0106
FDBF00047 propionic acid Responsive image CCC(=O)O 0.0395
FDBF00067 butane Responsive image CCCC 0.0680
FDBF00107 2-(methylamino)acetic acid Responsive image N(C)CC(=O)O 0.0034
FDBF00141 ethylbenzene Responsive image c1(ccccc1)CC 0.0371
FDBF01075 (2S)-1-acetylpyrrolidine-2-carboxylic acid Responsive image O=C(N1CCCC1C(=O)O)C 0.0007
FDBF01086 (2S)-1-formylpyrrolidine-2-carboxylic acid Responsive image O=CN1CCCC1C(=O)O 0.0014
FDBF01308 (2S)-1-propanoylpyrrolidine-2-carboxylic acid Responsive image O=C(N1C(CCC1)C(=O)O)CC 0.0010
20 , 3