acetazolamide

Ligand id: 6792

Name: acetazolamide

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 151.66
Molecular weight 221.99
XLogP -1.53
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

References
1. Avvaru BS, Wagner JM, Maresca A, Scozzafava A, Robbins AH, Supuran CT, McKenna R. (2010)
Carbonic anhydrase inhibitors. The X-ray crystal structure of human isoform II in adduct with an adamantyl analogue of acetazolamide resides in a less utilized binding pocket than most hydrophobic inhibitors.
Bioorg. Med. Chem. Lett.20 (15): 4376-81. [PMID:20605094]
2. Garaj V, Puccetti L, Fasolis G, Winum JY, Montero JL, Scozzafava A, Vullo D, Innocenti A, Supuran CT. (2004)
Carbonic anhydrase inhibitors: synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with sulfonamides incorporating 1,2,4-triazine moieties.
Bioorg. Med. Chem. Lett.14 (21): 5427-33. [PMID:15454239]
3. Turkmen H, Durgun M, Yilmaztekin S, Emul M, Innocenti A, Vullo D, Scozzafava A, Supuran CT. (2005)
Carbonic anhydrase inhibitors. Novel sulfanilamide/acetazolamide derivatives obtained by the tail approach and their interaction with the cytosolic isozymes I and II, and the tumor-associated isozyme IX.
Bioorg. Med. Chem. Lett.15 (2): 367-72. [PMID:15603956]
4. Vullo D, Innocenti A, Nishimori I, Pastorek J, Scozzafava A, Pastorekov√° 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]
5. Zimmerman S, Innocenti A, Casini A, Ferry JG, Scozzafava A, Supuran CT. (2004)
Carbonic anhydrase inhibitors. Inhibition of the prokariotic beta and gamma-class enzymes from Archaea with sulfonamides.
Bioorg. Med. Chem. Lett.14 (24): 6001-6. [PMID:15546717]