hydrochlorothiazide   Click here for help

GtoPdb Ligand ID: 4836

Synonyms: Apo-hydro®
Approved drug PDB Ligand
hydrochlorothiazide is an approved drug (FDA (1959))
Compound class: Synthetic organic
Comment: Hydrochlorothiazide is the prototypical thiazide diuretic drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 135.12
Molecular weight 296.96
XLogP -0.47
No. Lipinski's rules broken 0
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Canonical SMILES Clc1cc2NCNS(=O)(=O)c2cc1S(=O)(=O)N
Isomeric SMILES Clc1cc2NCNS(=O)(=O)c2cc1S(=O)(=O)N
InChI InChI=1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-2,10-11H,3H2,(H2,9,12,13)
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Summary of Clinical Use Click here for help
Hydrochlorothiazide is a diuretic used to treat edema and hypertension.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Hydrochlorothiazide is an inhibitor of the thiazide-sensitive sodium-chloride symporter (SLC12A3). By reducing the reabsorption of electrolytes from the renal tubules, hydrochlorothiazide increases urinary excretion of water (and electrolytes), thus reducing systemic water load.