compound 87 [PMID: 20942471]   Click here for help

GtoPdb Ligand ID: 9934

Compound class: Synthetic organic
Comment: This is one of a series of compounds identified in a medicinal chemistry campaign designed to discover drug-like inhibitors of NADPH oxidase isoform 4 (NOX4) [2]. This compound, 87, is a nanomolar inhibitor of NOX-driven reactive oxygen species (ROS) production in cell free assays. It is orally active, and is suitable for in vivo studies.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 93.22
Molecular weight 489.17
XLogP 3.46
No. Lipinski's rules broken 0
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Canonical SMILES CN(Cc1n(Cc2ccn(n2)C)c(=O)cc2c1c(=O)n([nH]2)c1ccccc1Cl)Cc1cccnc1
Isomeric SMILES CN(Cc1n(Cc2ccn(n2)C)c(=O)cc2c1c(=O)n([nH]2)c1ccccc1Cl)Cc1cccnc1
InChI InChI=1S/C25H24ClN7O2/c1-30(14-17-6-5-10-27-13-17)16-22-24-20(12-23(34)32(22)15-18-9-11-31(2)28-18)29-33(25(24)35)21-8-4-3-7-19(21)26/h3-13,29H,14-16H2,1-2H3
Bioactivity Comments
Compound 87 exhibits selectivity for NOX4 and NOX1 compared to NOX2 [2]
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
NADPH oxidase 4 Primary target of this compound Hs Inhibitor Inhibition 7.3 pKi - 2
pKi 7.3 (Ki 4.7x10-8 M) [2]
Description: Measured as inhibition of ROS production by hNOX4 in a cell free assay using membranes prepared from cells expressing hNOX4.