MLN-8054   Click here for help

GtoPdb Ligand ID: 5696

Synonyms: MLN 8054 | MLN8054
PDB Ligand
Compound class: Synthetic organic
Comment: MLN-8054 is an ATP-competitive (Type I), reversible inhibitor of Aurora kinases A, B and C with limited selectivity for A [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 87.47
Molecular weight 476.09
XLogP 5.36
No. Lipinski's rules broken 1
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Canonical SMILES Clc1ccc2c(c1)C(=NCc1c2nc(nc1)Nc1ccc(cc1)C(=O)O)c1c(F)cccc1F
Isomeric SMILES Clc1ccc2c(c1)C(=NCc1c2nc(nc1)Nc1ccc(cc1)C(=O)O)c1c(F)cccc1F
InChI InChI=1S/C25H15ClF2N4O2/c26-15-6-9-17-18(10-15)23(21-19(27)2-1-3-20(21)28)29-11-14-12-30-25(32-22(14)17)31-16-7-4-13(5-8-16)24(33)34/h1-10,12H,11H2,(H,33,34)(H,30,31,32)
Bioactivity Comments
Surface plasmon resonance analysis has shown that MLN-8054 has a longer target residence time (τ) on Aurora B compared to Aurora A: &tau 1.5 hours and 1 min respectively [4], providing evidence for its selectivity.
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
aurora kinase A Primary target of this compound Hs Inhibitor Inhibition 8.2 pKd - 2
pKd 8.2 (Kd 6.5x10-9 M) [2]
aurora kinase A Primary target of this compound Hs Inhibitor Inhibition 8.4 – 9.0 pIC50 - 1,3
pIC50 8.4 – 9.0 (IC50 4x10-9 – 1x10-9 M) [1,3]
aurora kinase B Hs Inhibitor Inhibition 8.0 pIC50 - 1
pIC50 8.0 (IC50 9.3x10-9 M) [1]