eprosartan   Click here for help

GtoPdb Ligand ID: 588

Synonyms: Eprozar® | SK-108566 | Teveten®
Approved drug
eprosartan is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Eprosartan is an antagonist of the type 1 angiotensin II receptor (AGTR1).
Marketed formulations may contain eprosartan mesylate (PubChem CID 5282474).
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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 10
Topological polar surface area 120.66
Molecular weight 424.15
XLogP 3.89
No. Lipinski's rules broken 0
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Canonical SMILES CCCCc1ncc(n1Cc1ccc(cc1)C(=O)O)C=C(C(=O)O)Cc1cccs1
Isomeric SMILES CCCCc1ncc(n1Cc1ccc(cc1)C(=O)O)/C=C(/C(=O)O)\Cc1cccs1
InChI InChI=1S/C23H24N2O4S/c1-2-3-6-21-24-14-19(12-18(23(28)29)13-20-5-4-11-30-20)25(21)15-16-7-9-17(10-8-16)22(26)27/h4-5,7-12,14H,2-3,6,13,15H2,1H3,(H,26,27)(H,28,29)/b18-12+
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Summary of Clinical Use Click here for help
Used in the treatment of hypertension, alone or in combinatiin with other agents.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Eprosartan acts on the renin-angiotensin system to decrease total peripheral resistance; eprosartan causes vascular dilation by preventing binding of endogenous angiotensin II to AT1 receptors in vascular smooth muscle cells and additionally inhibits sympathetic norepinephrine production, which reduces blood pressure further.