indirubin derivative E804   

GtoPdb Ligand ID: 5988

Synonyms: compound 2 [PMID: 21632247] [2] | indirubin E804
Compound class: Synthetic organic
Comment: This compound is an inhibitor of PKR tyrosine kinase [2]. It is compound 2 in this article, although we represent a tautomer. Please note that an alternative tautomer is represented on ChEMBL.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 106.94
Molecular weight 365.14
XLogP 2.96
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC(CCONc1c2ccccc2[nH]c1C1=c2ccccc2=NC1=O)O
Isomeric SMILES OCC(CCONc1c2ccccc2[nH]c1C1=c2ccccc2=NC1=O)O
InChI InChI=1S/C20H19N3O4/c24-11-12(25)9-10-27-23-18-14-6-2-4-8-16(14)21-19(18)17-13-5-1-3-7-15(13)22-20(17)26/h1-8,12,21,23-25H,9-11H2
InChI Key CKLAPOFDFZKCPB-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: 1,3

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
neurotrophic receptor tyrosine kinase 3 nd/TRKC Hs Inhibitor Inhibition 1.0
fms related receptor tyrosine kinase 3 Flt3/FLT3 Hs Inhibitor Inhibition 1.1 0.0 0.0
ret proto-oncogene Ret/RET Hs Inhibitor Inhibition 1.2 2.0 -1.0
neurotrophic receptor tyrosine kinase 2 TrkB/TRKB Hs Inhibitor Inhibition 1.6 -2.0 0.0
NUAK family kinase 1 ARK5/ARK5(NUAK1) Hs Inhibitor Inhibition 2.8 2.0 5.0
Insulin receptor-related receptor IRR/IRR(INSRR) Hs Inhibitor Inhibition 2.8 2.0 2.0
neurotrophic receptor tyrosine kinase 1 TrkA/TRKA Hs Inhibitor Inhibition 3.8 -1.0 0.0
serine/threonine kinase 3 MST2/MST2(STK3) Hs Inhibitor Inhibition 4.8 4.0 1.0
tyrosine kinase non receptor 2 ACK1/ACK1 Hs Inhibitor Inhibition 4.9 14.0 1.0
serine/threonine kinase 11 LKB1/LKB1 Hs Inhibitor Inhibition 5.8 30.0 3.0
Displaying the top 10 targets  View all targets in screen »