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
FDBF00004 acetic acid Responsive image CC(=O)O 0.0687
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00025 propan-1-amine Responsive image CCCN 0.0292
FDBF00036 pentan-1-amine Responsive image CCCCCN 0.0045
FDBF00040 ethanamine Responsive image CCN 0.0677
FDBF00061 butyric acid Responsive image CCCC(=O)O 0.0131
FDBF00448 2-(ethylamino)acetic acid Responsive image CCNCC(=O)O 0.0024
FDBF01685 (2S)-2-(methylamino)propanoic acid Responsive image CC(C(=O)O)NC 0.0003
FDBF01686 (2S)-2-(methylamino)butanoic acid Responsive image CCC(C(=O)O)NC 0.0003
FDBF01687 (2S)-2-(ethylamino)propanoic acid Responsive image CC(C(=O)O)NCC 0.0003
20 , 3