AZ8838   Click here for help

GtoPdb Ligand ID: 9585

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: AZ8838 is a PAR2 antagonist that binds to PAR2 in a fully occluded pocket near the extracellular surface and competes with the tethered ligand. It was optimised from the weak antagonist, AZ7188 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 48.91
Molecular weight 234.12
XLogP 2.37
No. Lipinski's rules broken 0
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Canonical SMILES CCCc1cc(F)ccc1C(c1ncc[nH]1)O
Isomeric SMILES CCCc1cc(F)ccc1[C@@H](c1ncc[nH]1)O
InChI InChI=1S/C13H15FN2O/c1-2-3-9-8-10(14)4-5-11(9)12(17)13-15-6-7-16-13/h4-8,12,17H,2-3H2,1H3,(H,15,16)/t12-/m0/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
PAR2 Primary target of this compound Hs Antagonist Antagonist 6.5 pKd - 1
pKd 6.5 (Kd 3.44x10-7 M) [1]
Description: Saturation binding of [3H]-AZ8838 antagonist to wild-type PAR2.
PAR2 Hs Antagonist Antagonist 5.6 – 5.8 pIC50 - 1
pIC50 5.8 (IC50 1.5x10-6 M) [1]
Description: Measuring SLIGRL-NH2-induced IP1 formation
pIC50 5.6 (IC50 2.3x10-6 M) [1]
Description: In a FLIPR assay measuring SLIGRL-NH2-induced calcium mobilisation.