danirixin   Click here for help

GtoPdb Ligand ID: 8500

Synonyms: GSK-1325756B | GSK1325756 | GSK1325756B
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Danirixin (GSK-1325756B) is being developed as a clinically efficacious antagonist of the CXCR2 chemokine receptor [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 115.91
Molecular weight 441.09
XLogP 4.68
No. Lipinski's rules broken 0
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Canonical SMILES O=C(Nc1cccc(c1C)F)Nc1ccc(c(c1O)S(=O)(=O)C1CCCNC1)Cl
Isomeric SMILES O=C(Nc1cccc(c1C)F)Nc1ccc(c(c1O)S(=O)(=O)[C@H]1CCCNC1)Cl
InChI InChI=1S/C19H21ClFN3O4S/c1-11-14(21)5-2-6-15(11)23-19(26)24-16-8-7-13(20)18(17(16)25)29(27,28)12-4-3-9-22-10-12/h2,5-8,12,22,25H,3-4,9-10H2,1H3,(H2,23,24,26)/t12-/m0/s1
Bioactivity Comments
The pharmacokinetics and pharmacodynamics of danirixin in healthy subjects were reported in 2017 [2].
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CXCR2 Hs Antagonist Antagonist 7.9 pIC50 - 2
pIC50 7.9 (IC50 1.25x10-8 M) [2]