compound 7 [WO2012007375]   Click here for help

GtoPdb Ligand ID: 8085

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: This compound is a potent and somewhat selective inhibitor of IRAK4, described in patent WO2012007375 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 134.5
Molecular weight 408.14
XLogP 1.66
No. Lipinski's rules broken 0
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Canonical SMILES NCCN(c1ncc2c(n1)c(cs2)C(=O)Nc1cc2cccnc2cc1OC)C
Isomeric SMILES NCCN(c1ncc2c(n1)c(cs2)C(=O)Nc1cc2cccnc2cc1OC)C
InChI InChI=1S/C20H20N6O2S/c1-26(7-5-21)20-23-10-17-18(25-20)13(11-29-17)19(27)24-15-8-12-4-3-6-22-14(12)9-16(15)28-2/h3-4,6,8-11H,5,7,21H2,1-2H3,(H,24,27)
Bioactivity Comments
This compound has off-target activity at IRAK1, with IC50 983nM [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
interleukin 1 receptor associated kinase 4 Primary target of this compound Hs Inhibitor Inhibition 8.1 pIC50 - 1
pIC50 8.1 (IC50 8x10-9 M) [1]
interleukin 1 receptor associated kinase 1 Hs Inhibitor Inhibition 6.0 pIC50 - 1
pIC50 6.0 (IC50 9.83x10-7 M) [1]