compound 1a [PMID: 24900749]   Click here for help

GtoPdb Ligand ID: 8128

PDB Ligand
Compound class: Synthetic organic
Comment: Compound 1a was developed as a casein kinase 2 (CK2) inhibitor [1].
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 7
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 107.14
Molecular weight 361.17
XLogP 2.52
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES N#Cc1cnn2c1nc(Nc1ccc(c(c1)NC(=O)C)C)cc2NC1CC1
Isomeric SMILES N#Cc1cnn2c1nc(Nc1ccc(c(c1)NC(=O)C)C)cc2NC1CC1
InChI InChI=1S/C19H19N7O/c1-11-3-4-15(7-16(11)22-12(2)27)23-17-8-18(24-14-5-6-14)26-19(25-17)13(9-20)10-21-26/h3-4,7-8,10,14,24H,5-6H2,1-2H3,(H,22,27)(H,23,25)
Bioactivity Comments
Off-targets include HIPK2 (homeodomain interacting protein kinase 2), DYRK3 (dual-specificity tyrosine-(Y)-phosphorylation regulated kinase 3) and PIM3 (Pim-3 proto-oncogene) [1]. Compound 1a inhibits CK2-mediated Akt phosphorylation in vitro and in vivo, and inhibits tumour growth in a colorectal cancer xenograft model [1].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
casein kinase 2, alpha 1 polypeptide subunit Primary target of this compound Hs Inhibitor Inhibition 8.0 pIC50 - 1
pIC50 8.0 (IC50 1x10-8 M) [1]
homeodomain interacting protein kinase 2 Hs Inhibitor Inhibition 7.4 pIC50 - 1
pIC50 7.4 (IC50 4x10-8 M) [1]
dual specificity tyrosine phosphorylation regulated kinase 3 Hs Inhibitor Inhibition 7.2 pIC50 - 1
pIC50 7.2 (IC50 7x10-8 M) [1]
Pim-3 proto-oncogene, serine/threonine kinase Hs Inhibitor Inhibition 6.8 pIC50 - 1
pIC50 6.8 (IC50 1.5x10-7 M) [1]