IRAK-1/4 inhibitor   

GtoPdb Ligand ID: 5990

Compound class: Synthetic organic
Comment: This is compound 46 in [3].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 102.53
Molecular weight 395.16
XLogP 2.43
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(c1cccc(c1)[N+](=O)[O-])Nc1nc2c(n1CCN1CCOCC1)cccc2
Isomeric SMILES O=C(c1cccc(c1)[N+](=O)[O-])Nc1nc2c(n1CCN1CCOCC1)cccc2
InChI InChI=1S/C20H21N5O4/c26-19(15-4-3-5-16(14-15)25(27)28)22-20-21-17-6-1-2-7-18(17)24(20)9-8-23-10-12-29-13-11-23/h1-7,14H,8-13H2,(H,21,22,26)
InChI Key QTCFYQHZJIIHBS-UHFFFAOYSA-N

Large-scale screening data

EMD Millipore KinaseProfilerTM screen/Reaction Biology Kinase HotspotSM screen
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.

http://www.millipore.com/techpublications/tech1/pf3036
http://www.reactionbiology.com/webapps/main/pages/kinase.aspx


Reference: 1-2

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
interleukin 1 receptor associated kinase 1 IRAK1/IRAK1 Hs Inhibitor Inhibition 15.0 11.0 16.0
interleukin 1 receptor associated kinase 4 IRAK4/IRAK4 Hs Inhibitor Inhibition 22.8 13.0 15.0
neurotrophic receptor tyrosine kinase 3 nd/TRKC Hs Inhibitor Inhibition 24.0
CDC like kinase 3 CLK3/CLK3 Hs Inhibitor Inhibition 24.1 55.0 56.0
CDC like kinase 4 nd/CLK4 Hs Inhibitor Inhibition 26.4
fms related receptor tyrosine kinase 3 Flt3/FLT3 Hs Inhibitor Inhibition 31.1 38.0 29.0
colony stimulating factor 1 receptor Fms/FMS Hs Inhibitor Inhibition 34.8 8.0 5.0
serine/threonine kinase 16 nd/STK16 Hs Inhibitor Inhibition 43.7
CDC like kinase 1 nd/CLK1 Hs Inhibitor Inhibition 50.1
cyclin dependent kinase 9 nd/CDK9 cyclin K Hs Inhibitor Inhibition 55.7
Displaying the top 10 targets  View all targets in screen »