
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

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 |
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c1ccccc1 | 0.2824 |
FDBF00023 | toluene |
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c1(ccccc1)C | 0.1268 |
FDBF00030 | butan-1-amine |
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C(CCN)C | 0.0106 |
FDBF00047 | propionic acid |
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CCC(=O)O | 0.0395 |
FDBF00067 | butane |
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CCCC | 0.0680 |
FDBF00107 | 2-(methylamino)acetic acid |
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N(C)CC(=O)O | 0.0034 |
FDBF00141 | ethylbenzene |
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c1(ccccc1)CC | 0.0371 |
FDBF01075 | (2S)-1-acetylpyrrolidine-2-carboxylic acid |
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O=C(N1CCCC1C(=O)O)C | 0.0007 |
FDBF01086 | (2S)-1-formylpyrrolidine-2-carboxylic acid |
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O=CN1CCCC1C(=O)O | 0.0014 |
FDBF01308 | (2S)-1-propanoylpyrrolidine-2-carboxylic acid |
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O=C(N1C(CCC1)C(=O)O)CC | 0.0010 |