MP-A08   Click here for help

GtoPdb Ligand ID: 10219

Compound class: Synthetic organic
Comment: MP-A08 is a inhibitor of sphongosine kinases 1 and 2 [1]. It is selective for these two enzymes over a panel of other kinases. Notably this is an ATP-competitive inhibitor rather than a sphingosine-competitive compound.
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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 8
Topological polar surface area 121.46
Molecular weight 519.13
XLogP 5.64
No. Lipinski's rules broken 1
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Canonical SMILES Cc1ccc(cc1)S(=O)(=O)Nc1ccccc1N=Cc1ccccc1NS(=O)(=O)c1ccc(cc1)C
Isomeric SMILES Cc1ccc(cc1)S(=O)(=O)Nc1ccccc1/N=C/c1ccccc1NS(=O)(=O)c1ccc(cc1)C
InChI InChI=1S/C27H25N3O4S2/c1-20-11-15-23(16-12-20)35(31,32)29-25-8-4-3-7-22(25)19-28-26-9-5-6-10-27(26)30-36(33,34)24-17-13-21(2)14-18-24/h3-19,29-30H,1-2H3/b28-19+
Bioactivity Comments
MP-A08 exhibits anti-proliferative effects in in vivo tumour models.
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
sphingosine kinase 2 Hs Inhibitor Inhibition 5.2 pKi - 1
pKi 5.2 (Ki 6.9x10-6 M) [1]
Description: In vitro inhibition of substrate phosphorylation.
sphingosine kinase 1 Hs Inhibitor Inhibition 4.6 pIC50 - 1
pIC50 4.6 (IC50 2.7x10-5 M) [1]
Description: In vitro inhibition of substrate phosphorylation.
Ligand mentioned in the following text fields