1-azakenpaullone   Click here for help

GtoPdb Ligand ID: 8018

Synonyms: azakenpaullone
Compound class: Synthetic organic
Comment: 1-azakenpaullone is a potent and selective ATP-competitive inhibitor of glycogen synthase kinase-3β (GSK-3β) [4]. In contrast to other paullones, this analogue has insignificant activity at the phylogenetically related cyclin-dependent kinases (CDKs) CDK1 and CDK5. 1-azakenpaullone is compound 16 in [4].
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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 57.78
Molecular weight 327
XLogP 2.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1Nc2cccnc2c2c(C1)c1cc(Br)ccc1[nH]2
Isomeric SMILES O=C1Nc2cccnc2c2c(C1)c1cc(Br)ccc1[nH]2
InChI InChI=1S/C15H10BrN3O/c16-8-3-4-11-9(6-8)10-7-13(20)18-12-2-1-5-17-15(12)14(10)19-11/h1-6,19H,7H2,(H,18,20)
InChI Key NTSBZVCEIVPKBJ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
azakenpaullone
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9687680
Reactome Reaction Reactome logo R-HSA-9687724
Other databases
CAS Registry No. 676596-65-9
ChEMBL Ligand CHEMBL336961
GtoPdb PubChem SID 249565698
PubChem CID 6538897
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