XMD8-92   Click here for help

GtoPdb Ligand ID: 8057

Synonyms: XMD 8-92
PDB Ligand
Compound class: Synthetic organic
Comment: XMD8-92 is an investigational inhibitor of the mitogen-activated protein kinase, ERK5 (mitogen-activated protein kinase 7, aka BMK1) [1]. It was tested in preclinical studies.
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 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 97.44
Molecular weight 474.24
XLogP 5.66
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES CCOc1cc(ccc1Nc1ncc2c(n1)n(C)c1ccccc1c(=O)n2C)N1CCC(CC1)O
Isomeric SMILES CCOc1cc(ccc1Nc1ncc2c(n1)n(C)c1ccccc1c(=O)n2C)N1CCC(CC1)O
InChI InChI=1S/C26H30N6O3/c1-4-35-23-15-17(32-13-11-18(33)12-14-32)9-10-20(23)28-26-27-16-22-24(29-26)30(2)21-8-6-5-7-19(21)25(34)31(22)3/h5-10,15-16,18,33H,4,11-14H2,1-3H3,(H,27,28,29)
Bioactivity Comments
XMD8-92-induced ERK5 inhibition blocks tumour cell proliferation in vitro and can inhibit tumour growth by 95% in vivo [1].
Off-targets include doublecortin-like kinase 2 (DCAMKL2), tyrosine kinase, non-receptor, 1 (TNK1) and polo-like kinase 4 (PLK4) [1].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
mitogen-activated protein kinase 7 Primary target of this compound Hs Inhibitor Inhibition 7.1 pKd - 1
pKd 7.1 (Kd 8x10-8 M) [1]
doublecortin like kinase 2 Hs Inhibitor Inhibition 6.7 pKd - 1
pKd 6.7 (Kd 1.9x10-7 M) [1]
polo like kinase 4 Hs Inhibitor Inhibition 6.2 pKd - 1
pKd 6.2 (Kd 6x10-7 M) [1]
tyrosine kinase non receptor 1 Hs Inhibitor Inhibition 6.1 pKd - 1
pKd 6.1 (Kd 8.9x10-7 M) [1]