methazolamide   Click here for help

GtoPdb Ligand ID: 6828

Synonyms: methenamide | Neptazane®
Approved drug
methazolamide is an approved drug (FDA (1959))
Compound class: Synthetic organic
Comment: Inhibits carbonic anhydrases. This compound is also represented on ChEMBL by the entry with ID CHEMBL19.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 144.03
Molecular weight 236
XLogP -0.98
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CC(=O)N=c1sc(nn1C)S(=O)(=O)N
Isomeric SMILES CC(=O)N=c1sc(nn1C)S(=O)(=O)N
InChI InChI=1S/C5H8N4O3S2/c1-3(10)7-4-9(2)8-5(13-4)14(6,11)12/h1-2H3,(H2,6,11,12)
1. Nishimori I, Vullo D, Innocenti A, Scozzafava A, Mastrolorenzo A, Supuran CT. (2005)
Carbonic anhydrase inhibitors: inhibition of the transmembrane isozyme XIV with sulfonamides.
Bioorg Med Chem Lett, 15 (17): 3828-33. [PMID:16039848]
2. Sethi KK, Vullo D, Verma SM, Tanç M, Carta F, Supuran CT. (2013)
Carbonic anhydrase inhibitors: synthesis and inhibition of the human carbonic anhydrase isoforms I, II, VII, IX and XII with benzene sulfonamides incorporating 4,5,6,7-tetrabromophthalimide moiety.
Bioorg Med Chem, 21 (19): 5973-82. [PMID:23965175]
3. Vullo D, Innocenti A, Nishimori I, Pastorek J, Scozzafava A, Pastoreková S, Supuran CT. (2005)
Carbonic anhydrase inhibitors. Inhibition of the transmembrane isozyme XII with sulfonamides-a new target for the design of antitumor and antiglaucoma drugs?.
Bioorg Med Chem Lett, 15 (4): 963-9. [PMID:15686894]