acetazolamide   Click here for help

GtoPdb Ligand ID: 6792

Synonyms: Diamox®
Approved drug PDB Ligand
acetazolamide is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Carbonic anhydrase inhibitor
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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 3
Topological polar surface area 151.66
Molecular weight 221.99
XLogP -0.98
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)Nc1nnc(s1)S(=O)(=O)N
Isomeric SMILES CC(=O)Nc1nnc(s1)S(=O)(=O)N
InChI InChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)
InChI Key BZKPWHYZMXOIDC-UHFFFAOYSA-N
Selectivity at enzymes
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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 2.5x10-9 M) [1]
carbonic anhydrase 12 Hs Inhibitor Inhibition 8.2 pKi - 1,4
pKi 8.2 (Ki 5.7x10-9 M) [1,4]
carbonic anhydrase 13 Mm Inhibitor Inhibition 7.8 pKi - 1
pKi 7.8 (Ki 1.7x10-8 M) [1]
carbonic anhydrase 14 Hs Inhibitor Inhibition 7.4 – 7.6 pKi - 1-2
pKi 7.4 – 7.6 (Ki 4.1x10-8 – 2.5x10-8 M) [1-2]
carbonic anhydrase 4 Hs Inhibitor Inhibition 7.1 – 7.6 pKi - 1,3
pKi 7.1 – 7.6 (Ki 7.4x10-8 – 2.5x10-8 M) [1,3]
carbonic anhydrase 1 Hs Inhibitor Inhibition 6.6 pKi - 1,4-5
pKi 6.6 (Ki 2.5x10-7 M) [1,4-5]