sulfaphenazole   Click here for help

GtoPdb Ligand ID: 11352

Synonyms: Sulfabid®
Compound class: Synthetic organic
Comment: Sulfaphenazole is a long-acting sulfonamide antibiotic.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 97.87
Molecular weight 314.08
XLogP 2.53
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Nc1ccc(cc1)S(=O)(=O)Nc1ccnn1c1ccccc1
Isomeric SMILES Nc1ccc(cc1)S(=O)(=O)Nc1ccnn1c1ccccc1
InChI InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2
InChI Key QWCJHSGMANYXCW-UHFFFAOYSA-N
Bioactivity Comments
Competitively inhibits bacterial dihydropteroate synthetase (DHPS) and limits folate synthesis to kill the organism. Inhibits human cytochrome P450 2C9 in liver microsomes [1].
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
CYP2C9
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CYP2C9 Hs Inhibitor Inhibition 6.5 pKi - 1-2
pKi 6.5 (Ki 3x10-7 M) [1-2]