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
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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)
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
carbonic anhydrase 7 Primary target of this compound Hs Inhibitor Inhibition 8.6 pKi - 1
pKi 8.6 (Ki 2.8x10-9 M) [1]
carbonic anhydrase 12 Hs Inhibitor Inhibition 8.4 pKi - 1
pKi 8.4 (Ki 4.5x10-9 M) [1]
carbonic anhydrase 4 Hs Inhibitor Inhibition 6.7 pKi - 1
pKi 6.7 (Ki 1.96x10-7 M) [1]
carbonic anhydrase 1 Hs Inhibitor Inhibition 6.5 pKi -
pKi 6.5 (Ki 3.48x10-7 M)
carbonic anhydrase 14 Hs Inhibitor Inhibition 5.4 pKi - 1
pKi 5.4 (Ki 4.13x10-6 M) [1]