D4476   Click here for help

GtoPdb Ligand ID: 5940

Synonyms: casein kinase I inhibitor | CK1 inhibitor | D 4476
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: A cell-permeant, small molecule inhibitor of protein kinase CK1 [5]. Exhibits in vitro and cellular selectivity for CK1-induced phosphorylation events. D4476 is a useful tool for identifying phosphorylation targets of CK1. Also acts as a transforming growth factor beta receptor 1 inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 103.12
Molecular weight 398.14
XLogP 3.21
No. Lipinski's rules broken 0
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Canonical SMILES NC(=O)c1ccc(cc1)c1nc(c([nH]1)c1ccccn1)c1ccc2c(c1)OCCO2
Isomeric SMILES NC(=O)c1ccc(cc1)c1nc(c([nH]1)c1ccccn1)c1ccc2c(c1)OCCO2
InChI InChI=1S/C23H18N4O3/c24-22(28)14-4-6-15(7-5-14)23-26-20(21(27-23)17-3-1-2-10-25-17)16-8-9-18-19(13-16)30-12-11-29-18/h1-10,13H,11-12H2,(H2,24,28)(H,26,27)

Large-scale screening data

EMD Millipore KinaseProfilerTM screen/Reaction Biology Kinase HotspotSM screen Click here for help
A screen profiling 158 kinase inhibitors (Calbiochem Protein Kinase Inhibitor Library I and II, catalogue numbers 539744 and 539745) for their inhibitory activity at 1µM and 10µM against 234 human recombinant kinases using the EMD Millipore KinaseProfilerTM service.

A screen profiling the inhibitory activity of 178 commercially available kinase inhibitors at 0.5µM against a panel of 300 recombinant protein kinases using the Reaction Biology Corporation Kinase HotspotSM platform.


Reference: 1,3

Key to terms and symbols Click column headers to sort
Target Name in screen Sp. Type Action % Activity remaining at 0.5µM % Activity remaining at 1µM % Activity remaining at 10µM
casein kinase 1 alpha 1 nd/CK1a1 Hs Inhibitor Inhibition 37.1
casein kinase 1 delta CK1δ/CK1d Hs Inhibitor Inhibition 40.9 17.0 2.0
casein kinase 1 epsilon nd/CK1epsilon Hs Inhibitor Inhibition 46.9
receptor interacting serine/threonine kinase 2 RIPK2/RIPK2 Hs Inhibitor Inhibition 48.3 55.0 18.0
MAPK activated protein kinase 5 PRAK/MAPKAPK5(PRAK) Hs Inhibitor Inhibition 69.6 110.0 89.0
mitogen-activated protein kinase kinase kinase kinase 4 nd/HGK(MAP4K4) Hs Inhibitor Inhibition 78.6
Protein kinase G (PKG) 2 nd/PKG2(PRKG2) Hs Inhibitor Inhibition 81.1
protein kinase C alpha PKCα/PKCa Hs Inhibitor Inhibition 83.1 90.0 96.0
protein kinase C eta PKCη/PKCeta Hs Inhibitor Inhibition 83.3 94.0 88.0
protein kinase D2 PKD2/PKD2(PRKD2) Hs Inhibitor Inhibition 83.4 98.0 87.0
Displaying the top 10 targets  View all targets in screen »