chlorthalidone   Click here for help

GtoPdb Ligand ID: 7147

Synonyms: G-33182 | Hygroton®
Approved drug
chlorthalidone is an approved drug (FDA (1960), UK (1998))
Compound class: Synthetic organic
Comment: Chlorthalidone is a thiazide-like diuretic. It has a longer duration of action than other thiazide drugs.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 121.36
Molecular weight 338.01
XLogP 1.87
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Clc1ccc(cc1S(=O)(=O)N)C1(O)N=C(c2c1cccc2)O
Isomeric SMILES Clc1ccc(cc1S(=O)(=O)N)C1(O)N=C(c2c1cccc2)O
InChI InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)
InChI Key JIVPVXMEBJLZRO-UHFFFAOYSA-N
References
1. Temperini C, Cecchi A, Scozzafava A, Supuran CT. (2009)
Carbonic anhydrase inhibitors. Comparison of chlorthalidone, indapamide, trichloromethiazide, and furosemide X-ray crystal structures in adducts with isozyme II, when several water molecules make the difference.
Bioorg. Med. Chem., 17 (3): 1214-21. [PMID:19119014]