AZ191   Click here for help

GtoPdb Ligand ID: 9268

Synonyms: AZ-191 | Compound 19 [PMID25738750]
PDB Ligand
Compound class: Synthetic organic
Comment: AZ191 is a potent and selective small molecule inhibitor of DYRK1B from AstraZeneca [2]. Results of a 2014 study [1] using AZ191 indicate DYRK1B is a novel Thr(286)-CCND1(cyclinD1) kinase that acts independently of GSK3β to regulate the mammalian G1-S-phase transition. This compound is included in the Probe Portal as SGC AZ191. 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 1
Rotatable bonds 5
Topological polar surface area 71.34
Molecular weight 429.23
XLogP 2.71
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1cc(ccc1Nc1nccc(n1)c1cn(c2c1ccnc2)C)N1CCN(CC1)C
Isomeric SMILES COc1cc(ccc1Nc1nccc(n1)c1cn(c2c1ccnc2)C)N1CCN(CC1)C
InChI InChI=1S/C24H27N7O/c1-29-10-12-31(13-11-29)17-4-5-21(23(14-17)32-3)28-24-26-9-7-20(27-24)19-16-30(2)22-15-25-8-6-18(19)22/h4-9,14-16H,10-13H2,1-3H3,(H,26,27,28)
InChI Key ZYVXTMKTGDARKR-UHFFFAOYSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
dual specificity tyrosine phosphorylation regulated kinase 1B Primary target of this compound Hs Inhibitor Inhibition 7.8 pIC50 - 2
pIC50 7.8 (IC50 1.7x10-8 M) [2]