losartan   Click here for help

GtoPdb Ligand ID: 590

Synonyms: Cozaar® | DuP 753 | MK-954
Approved drug PDB Ligand
losartan is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Losartan is an angiotensin II (AT2) receptor antagonist drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 92.51
Molecular weight 422.16
XLogP 6.14
No. Lipinski's rules broken 1
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Canonical SMILES CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)CO)Cl
Isomeric SMILES CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)CO)Cl
InChI InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)
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Summary of Clinical Use Click here for help
Used to treat complicated hypertension, isolated systolic hypertension and left ventricular hypertrophy. Also used as a treatment for diabetic nephropathy.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Losartan is a competitive inhibitor of the AT1 receptor, leading to reduced binding of angiotensin II. This leads to an inhibition of the effects mediated by angiotensin II, namely vasocontriction and aldosterone secretion therefore the activity of losartan leads to a decreased in blood pressure and vascular resistance.