dorzolamide   

GtoPdb Ligand ID: 6810

Synonyms: Trusopt®
dorzolamide is an approved drug (FDA (1994))
Compound class: Synthetic organic
Comment: Marketed formulations may contain dorzolamide hydrochloride (PubChem CID 6918132).
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: dorzolamide

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 151.33
Molecular weight 324.03
XLogP -0.74
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCNC1CC(C)S(=O)(=O)c2c1cc(s2)S(=O)(=O)N
Isomeric SMILES CCN[C@H]1C[C@H](C)S(=O)(=O)c2c1cc(s2)S(=O)(=O)N
InChI InChI=1S/C10H16N2O4S3/c1-3-12-8-4-6(2)18(13,14)10-7(8)5-9(17-10)19(11,15)16/h5-6,8,12H,3-4H2,1-2H3,(H2,11,15,16)/t6-,8-/m0/s1
InChI Key IAVUPMFITXYVAF-XPUUQOCRSA-N
References
1. Innocenti A, Firnges MA, Antel J, Wurl M, Scozzafava A, Supuran CT. (2005)
Carbonic anhydrase inhibitors. Inhibition of the membrane-bound human and bovine isozymes IV with sulfonamides.
Bioorg. Med. Chem. Lett., 15 (4): 1149-54. [PMID:15686931]
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]