GLPG2534   Click here for help

GtoPdb Ligand ID: 12510

Synonyms: GLPG-2534
Compound class: Synthetic organic
Comment: GLPG2534 is a reversible, ATP-competitive IRAK4 inhibitor that was developed for anti-inflammatory potential [1]. It is active in vitro and demonstrates the predicted pharmacodynamic effects in vivo. IRAK4 is a clinical target for inflammatory skin conditions, that signals downstream of established mediators of inflammation (such as toll-like receptors).
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 10
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 124.06
Molecular weight 424.45
XLogP -0.34
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES C1=C(C#N)C=NC(=C1)N2C=NC3=C2N=C(C(=C3)OCCOCCO)NC4CCOCC4
Isomeric SMILES OCCOCCOC1=CC2=C(N=C1NC3CCOCC3)N(C=N2)C4=CC=C(C=N4)C#N
InChI InChI=1S/C21H24N6O4/c22-12-15-1-2-19(23-13-15)27-14-24-17-11-18(31-10-9-30-8-5-28)20(26-21(17)27)25-16-3-6-29-7-4-16/h1-2,11,13-14,16,28H,3-10H2,(H,25,26)
InChI Key VNAPWQDUDZCVCA-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
6-[6-[2-(2-hydroxyethoxy)ethoxy]-5-(oxan-4-ylamino)imidazo[4,5-b]pyridin-3-yl]pyridine-3-carbonitrile
Synonyms Click here for help
GLPG-2534
Database Links Click here for help
GtoPdb PubChem SID 479821300
PubChem CID 129053583
Search Google for chemical match using the InChIKey VNAPWQDUDZCVCA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VNAPWQDUDZCVCA
UniChem Compound Search for chemical match using the InChIKey VNAPWQDUDZCVCA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey VNAPWQDUDZCVCA-UHFFFAOYSA-N