GSK-3 inhibitor X   Click here for help

GtoPdb Ligand ID: 5975

Synonyms: indirubin deriv. 8a [3]
Compound class: Synthetic organic
Comment: Please note that ChEMBL represents this compound as a tautomer of our structure.
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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 3
Topological polar surface area 79.79
Molecular weight 397.01
XLogP 3.66
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)ONC1=c2ccccc2=NC1=C1C(=O)Nc2c1ccc(c2)Br
Isomeric SMILES CC(=O)ONC1=c2ccccc2=N/C/1=C/1\C(=O)Nc2c1ccc(c2)Br
InChI InChI=1S/C18H12BrN3O3/c1-9(23)25-22-16-12-4-2-3-5-13(12)20-17(16)15-11-7-6-10(19)8-14(11)21-18(15)24/h2-8,22H,1H3,(H,21,24)/b17-15-
InChI Key ORWSYHWTBSHFIV-ICFOKQHNSA-N

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.

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
glycogen synthase kinase 3 alpha GSK3α/GSK3a Hs Inhibitor Inhibition 6.5 4.0 0.0
ret proto-oncogene Ret/RET Hs Inhibitor Inhibition 6.6 6.0 -1.0
glycogen synthase kinase 3 beta GSK3β/GSK3b Hs Inhibitor Inhibition 14.3 14.0 2.0
FGR proto-oncogene, Src family tyrosine kinase Fgr/FGR Hs Inhibitor Inhibition 14.8 10.0 -1.0
neurotrophic receptor tyrosine kinase 3 nd/TRKC Hs Inhibitor Inhibition 15.1
FYN proto-oncogene, Src family tyrosine kinase Fyn/FYN Hs Inhibitor Inhibition 20.9 1.0 0.0
fms related receptor tyrosine kinase 3 Flt3/FLT3 Hs Inhibitor Inhibition 21.6 3.0 0.0
cyclin dependent kinase 2 CDK2-cyclin A/CDK2-cyclin A Hs Inhibitor Inhibition 22.3 60.0 24.0
mitogen-activated protein kinase kinase kinase kinase 5 nd/KHS(MAP4K5) Hs Inhibitor Inhibition 24.1
cyclin dependent kinase 5 CDK5-p35/CDK5-p35 Hs Inhibitor Inhibition 24.7 60.0 9.0
Displaying the top 10 targets  View all targets in screen »