isogranulatimide   Click here for help

GtoPdb Ligand ID: 5991

Synonyms: IZA | pyridone 6
Compound class: Synthetic organic
Comment: Isogranulatimide inhibits the enzymatic activity of Chk1 and GSK-3β tyrosine kinases [5-6]. It is an ATP-competitive inhibitor with potent and reversible activity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 83.02
Molecular weight 276.06
XLogP 3.28
No. Lipinski's rules broken 0
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Canonical SMILES O=c1[nH]c(=O)c2c1c1c3ccccc3[nH]c1n1c2cnc1
Isomeric SMILES O=c1[nH]c(=O)c2c1c1c3ccccc3[nH]c1n1c2cnc1
InChI InChI=1S/C15H8N4O2/c20-14-11-9-5-16-6-19(9)13-10(12(11)15(21)18-14)7-3-1-2-4-8(7)17-13/h1-6,17H,(H,18,20,21)
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
checkpoint kinase 1 Primary target of this compound Hs Inhibitor Inhibition 7.0 pIC50 - 2,5
pIC50 7.0 (IC50 1x10-7 M) [2,5]
glycogen synthase kinase 3 beta Primary target of this compound Hs Inhibitor Inhibition 6.3 pIC50 - 3,5
pIC50 6.3 (IC50 5x10-7 M) [3,5]
checkpoint kinase 2 Hs Inhibitor Inhibition 5.5 pIC50 - 3
pIC50 5.5 (IC50 3x10-6 M) [3]