GNF2133   Click here for help

GtoPdb Ligand ID: 10687

Synonyms: compound 13g [PMID: 32077280] | GNF-2133
PDB Ligand
Compound class: Synthetic organic
Comment: GNF2133 is a potent, selective and orally bioavailable inhibitor of dual specificity tyrosine phosphorylation regulated kinase 1A (DYRK1A) [3]. It was designed and reported by the Genomics Institute of the Novartis Research Foundation (GNF). Inhibition of DYRK1A is being examined as a mechanism to promote β-cell proliferation as a novel therapy for type I diabetes. GNF2133 is active in relevant in vivo models. Significantly, GNF2133 is devoid of glycogen synthase kinase-3β (GSK3β) inhibitory activity, which is considered to be a potential long-term treatment liability of pre-exisitng dual DYRK1A/GSK3β inhibitors [1].
See also compound 2-2c [PMID: 32003560], which is a selective DYRK1A inhibitor with a different chemical scaffold [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 75.52
Molecular weight 434.24
XLogP 2.02
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCN1CCN(CC1)C(=O)Nc1nccc(c1)c1cn(c2c1ccnc2)C1CCOCC1
Isomeric SMILES CCN1CCN(CC1)C(=O)Nc1nccc(c1)c1cn(c2c1ccnc2)C1CCOCC1
InChI InChI=1S/C24H30N6O2/c1-2-28-9-11-29(12-10-28)24(31)27-23-15-18(3-8-26-23)21-17-30(19-5-13-32-14-6-19)22-16-25-7-4-20(21)22/h3-4,7-8,15-17,19H,2,5-6,9-14H2,1H3,(H,26,27,31)
InChI Key SAZIAQSVBIWIDU-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-Ethyl-N-(4-(1-(tetrahydro-2H-pyran-4-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)pyridin-2-yl)piperazine-1-carboxamide
Synonyms Click here for help
compound 13g [PMID: 32077280] | GNF-2133
Database Links Click here for help
GtoPdb PubChem SID 404859134
RCSB PDB Ligand Q8J
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