brinzolamide   Click here for help

GtoPdb Ligand ID: 6797

Synonyms: AL-4862 | Azopt®
Approved drug PDB Ligand
brinzolamide is an approved drug (FDA (1998), EMA (2000))
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 8
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 163.8
Molecular weight 383.06
XLogP -1.6
No. Lipinski's rules broken 0
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Canonical SMILES COCCCN1CC(NCC)c2c(S1(=O)=O)sc(c2)S(=O)(=O)N
Isomeric SMILES COCCCN1C[C@H](NCC)c2c(S1(=O)=O)sc(c2)S(=O)(=O)N
InChI InChI=1S/C12H21N3O5S3/c1-3-14-10-8-15(5-4-6-20-2)23(18,19)12-9(10)7-11(21-12)22(13,16)17/h7,10,14H,3-6,8H2,1-2H3,(H2,13,16,17)/t10-/m0/s1
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 - 2
pKi 8.6 (Ki 2.8x10-9 M) [2]
carbonic anhydrase 12 Hs Inhibitor Inhibition 8.5 pKi - 3
pKi 8.5 (Ki 3x10-9 M) [3]
carbonic anhydrase 1 Hs Inhibitor Inhibition 4.3 pKi - 2
pKi 4.3 (Ki 4.5x10-5 M) [2]
carbonic anhydrase 14 Hs Inhibitor Inhibition 4.2 pKi - 1
pKi 4.2 (Ki 7x10-5 M) [1]