XMD-12   Click here for help

GtoPdb Ligand ID: 11665

Synonyms: compound 1 [PMID: 21992004] | XMD12
PDB Ligand
Compound class: Synthetic organic
Comment: XMD-12 is a pan-Aurora kinase inhibitor [1]. It is active in cell assays, but activity in vivo has not been demonstrated. It should be used in conjunction with other Aurora kinase inhibitors (e.g. tozasertib, MLN-8054) to validate on-target effects.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 88.21
Molecular weight 430.21
XLogP 5.33
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES OC1CCN(CC1)c1ccc(cc1)Nc1ncc2c(n1)n(C)c1ccccc1c(=O)n2C
Isomeric SMILES Cn1c2ccccc2c(=O)n(c2cnc(nc12)Nc1ccc(cc1)N1CCC(CC1)O)C
InChI InChI=1S/C24H26N6O2/c1-28-20-6-4-3-5-19(20)23(32)29(2)21-15-25-24(27-22(21)28)26-16-7-9-17(10-8-16)30-13-11-18(31)12-14-30/h3-10,15,18,31H,11-14H2,1-2H3,(H,25,26,27)
Bioactivity Comments
At concentrations <100 nM, DCAMKL2, LRRK2, NUAK1 and TAOK1 are potential off targets of XMD-12, although target engagement and cellular inhibition has not been established for these kinases.
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 Hs Inhibitor Inhibition 8.3 pIC50 - 1
pIC50 8.3 (IC50 5.6x10-9 M) [1]
aurora kinase B Hs Inhibitor Inhibition 7.7 pIC50 - 1
pIC50 7.7 (IC50 1.84x10-8 M) [1]
leucine rich repeat kinase 2 Hs Inhibitor Inhibition 7.5 pIC50 - 1
pIC50 7.5 (IC50 3x10-8 M) [1]