GSK-3 inhibitor IX   

GtoPdb Ligand ID: 5974

Synonyms: 6-bromoindirubin-3-oxime | BIO | BRW | indirubin deriv. 7a
Compound class: Synthetic organic
Comment: This is compound 7a in [8]. It is a synthetic analogue of 6-bromoindirubin isolated from the Mediterranean mollusc Hexaplex trunculus [6].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 73.72
Molecular weight 355
XLogP 3.19
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES ONC1=c2ccccc2=NC1=C1C(=O)Nc2c1ccc(c2)Br
Isomeric SMILES ONC1=c2ccccc2=N/C/1=C/1\C(=O)Nc2c1ccc(c2)Br
InChI InChI=1S/C16H10BrN3O2/c17-8-5-6-9-12(7-8)19-16(21)13(9)15-14(20-22)10-3-1-2-4-11(10)18-15/h1-7,20,22H,(H,19,21)/b15-13-
InChI Key WNWSUJQVZJJGLF-SQFISAMPSA-N
Bioactivity Comments
The primary target for this compound is GSK3. The publicly available data use GSK3 (as a complex of α and β isozymes) isolated from pig brain [8].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
glycogen synthase kinase 3 alpha Pig Inhibitor Inhibition 8.3 pIC50 - 6,8
pIC50 8.3 (IC50 5x10-9 M) [6,8]
Description: GSK3α/β complex from pig brain
glycogen synthase kinase 3 beta Pig Inhibitor Inhibition 8.3 pIC50 - 6,8
pIC50 8.3 (IC50 5x10-9 M) [6,8]
Description: GSK3α/β complex from pig brain
cyclin dependent kinase 5 Hs Inhibitor Inhibition 7.1 pIC50 - 6,8
pIC50 7.1 (IC50 8.3x10-8 M) [6,8]
Description: CDK5/p25 complex
cyclin dependent kinase 1 Hs Inhibitor Inhibition 6.5 pIC50 - 6,8
pIC50 6.5 (IC50 3.2x10-7 M) [6,8]
Description: CDK1/cyclin B complex