valsartan   Click here for help

GtoPdb Ligand ID: 3937

Synonyms: CGP-48933 | Diovan® | Prexxartan® (oral solution)
Approved drug
valsartan is an approved drug (FDA (2012))
Compound class: Synthetic organic
Comment: Valsartan is an antagonist with high affinity for the type I (AT1) angiotensin receptor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 112.07
Molecular weight 435.23
XLogP 5.79
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCC(=O)N(C(C(=O)O)C(C)C)Cc1ccc(cc1)c1ccccc1c1nnn[nH]1
Isomeric SMILES CCCCC(=O)N([C@H](C(=O)O)C(C)C)Cc1ccc(cc1)c1ccccc1c1nnn[nH]1
InChI InChI=1S/C24H29N5O3/c1-4-5-10-21(30)29(22(16(2)3)24(31)32)15-17-11-13-18(14-12-17)19-8-6-7-9-20(19)23-25-27-28-26-23/h6-9,11-14,16,22H,4-5,10,15H2,1-3H3,(H,31,32)(H,25,26,27,28)/t22-/m0/s1
InChI Key ACWBQPMHZXGDFX-QFIPXVFZSA-N
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Summary of Clinical Use Click here for help
Used as a single agent in the treatment of various cardiovascular conditions including hypertension, heart failure and diabetic nephropathy.

Fixed-dose combination drugs
Entresto®, a combination with sacubitril (a neprilysin inhibitor) is approved for heart failure.
Byvalson®, a combination drug containing nebivolol (5mg; a β1-adrenoceptor antagonist) and valsartan (80mg) was approved by the FDA in June 2016 for the treatment of hypertension.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Inhibits the binding of angiotensin II to the AT1 receptor (AGTR1), thereby inhibiting the AT1-mediated vasoconstrictive and aldosterone-secreting effects of angiotensin II, leading to a decrease in vascular resistance and blood pressure.
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