CHIR-99021   Click here for help

GtoPdb Ligand ID: 8014

Synonyms: CHIR 99021 | CHIR99021 | CT-99021 | CT99021 | laduviglusib (proposed INN)
PDB Ligand
Compound class: Synthetic organic
Comment: CHIR-99021 is an ATP-competitive inhibitor of glycogen synthase kinase-3α and β (GSK-3α/β), equipotent at both isozymes [7]. The chemical structure of CHIR-99021 matches that submitted to the WHO for the INN laduviglusib. GSK-3β has been implicated in multiple human disorders, by influencing a number of significant cellular pathways (including insulin signalling and glycogen synthesis, neurotrophic factor signalling, Wnt signalling, neurotransmitter signalling and microtubule dynamics) [1]. CHIR-99021 acts as a functional Wnt pathway activator [2,9].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 115.2
Molecular weight 464.1
XLogP 4.16
No. Lipinski's rules broken 0
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Canonical SMILES N#Cc1ccc(nc1)NCCNc1ncc(c(n1)c1ccc(cc1Cl)Cl)c1ncc([nH]1)C
Isomeric SMILES N#Cc1ccc(nc1)NCCNc1ncc(c(n1)c1ccc(cc1Cl)Cl)c1ncc([nH]1)C
InChI InChI=1S/C22H18Cl2N8/c1-13-10-29-21(31-13)17-12-30-22(32-20(17)16-4-3-15(23)8-18(16)24)27-7-6-26-19-5-2-14(9-25)11-28-19/h2-5,8,10-12H,6-7H2,1H3,(H,26,28)(H,29,31)(H,27,30,32)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
CHIR 99021 | CHIR99021 | CT-99021 | CT99021 | laduviglusib (proposed INN)
Database Links Click here for help
CAS Registry No. 252917-06-9
ChEMBL Ligand CHEMBL412142
GtoPdb PubChem SID 249565694
PubChem CID 9956119
RCSB PDB Ligand 65C
Search Google for chemical match using the InChIKey AQGNHMOJWBZFQQ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone AQGNHMOJWBZFQQ
Search UniChem for chemical match using the InChIKey AQGNHMOJWBZFQQ-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone AQGNHMOJWBZFQQ
SynPHARM 81001 (in complex with glycogen synthase kinase 3 beta)

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CHIR 99021
Cat. No. 4423