SKF-86002   Click here for help

GtoPdb Ligand ID: 6040

Synonyms: SK&F 86002 | SKF 86002
PDB Ligand
Compound class: Synthetic organic
Comment: SKF-86002 is a potent inhibitor of p38 MAPK.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 56.01
Molecular weight 297.07
XLogP 3.87
No. Lipinski's rules broken 0
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Canonical SMILES Fc1ccc(cc1)c1nc2n(c1c1ccncc1)CCS2
Isomeric SMILES Fc1ccc(cc1)c1nc2n(c1c1ccncc1)CCS2
InChI InChI=1S/C16H12FN3S/c17-13-3-1-11(2-4-13)14-15(12-5-7-18-8-6-12)20-9-10-21-16(20)19-14/h1-8H,9-10H2
Bioactivity Comments
Klüter et al (2010) [3] describe the development of a kinase binding assay, that produces enzyme assay results comparable with the classic HTRF (homogeneous time-resolved fluorescence) type assays typically used to screen kinase inhibitors. The HTRF assay is inherently selective for the detection of ATP-competitive (aka type I) kinase inhibitors. To overcome this problem, Klüter et al's novel assay was designed to screen for kinase inhibitors which bind outside of the ATP catalytic site (type II and III inhibitors) as these have improved selectivity and enhanced pharmacological properties compared to the type I inhibitors. Using this new assay, SKF-86002 has an IC50 of 820nM against p38 MAPK alpha (aka mitogen-activated protein kinase 14), compared to 110nM measured using an HTRF assay [3].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
mitogen-activated protein kinase 14 Primary target of this compound Hs Inhibitor Inhibition 7.0 pIC50 - 3
pIC50 7.0 (IC50 1.1x10-7 M) [3]
Description: Measured using a classic homogeneous time-resolved fluorescence (HTRF) kinase assay