GNF4877   Click here for help

GtoPdb Ligand ID: 10688

Synonyms: GNF-4877
Compound class: Synthetic organic
Comment: GNF4877 is a dual DYRK1A/GSK3β inhibitor [3]. It was designed and reported by the Genomics Institute of the Novartis Research Foundation (GNF) as a strategy to increase β-cell mass and insulin levels, and to improve glycemic control as a novel therapy for type 1 diabetes. Although experiments conducted by the GNF team indicate that DYRK1A inhibition alone is sufficient to promote pancreatic β-cell proliferation, dual inhibition is synergistic. However, GSK3β inhibition may pose a cancer risk [1], so selective DYRK1A inhibitors have subsequently been designed (e.g. GNF2133) to ascertain the efficacy of DYRK1A inhibition alone [2].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 143.56
Molecular weight 494.21
XLogP 2.9
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CC(Oc1ccc(c(c1)c1cnc(c(n1)C(=O)Nc1cnccc1N1CCC[C@H](C1)C(=O)O)N)F)C
Isomeric SMILES CC(Oc1ccc(c(c1)c1cnc(c(n1)C(=O)Nc1cnccc1N1CCC[C@H](C1)C(=O)O)N)F)C
InChI InChI=1S/C25H27FN6O4/c1-14(2)36-16-5-6-18(26)17(10-16)19-12-29-23(27)22(30-19)24(33)31-20-11-28-8-7-21(20)32-9-3-4-15(13-32)25(34)35/h5-8,10-12,14-15H,3-4,9,13H2,1-2H3,(H2,27,29)(H,31,33)(H,34,35)/t15-/m1/s1
InChI Key UZIATSFXNVOVFE-OAHLLOKOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(3R)-1-[3-[[3-amino-6-(2-fluoro-5-propan-2-yloxyphenyl)pyrazine-2-carbonyl]amino]pyridin-4-yl]piperidine-3-carboxylic acid
Synonyms Click here for help
GNF-4877
Database Links Click here for help
CAS Registry No. 2041073-22-5 (source: PubChem)
GtoPdb PubChem SID 404859135
PubChem CID 139600315
Search Google for chemical match using the InChIKey UZIATSFXNVOVFE-OAHLLOKOSA-N
Search Google for chemicals with the same backbone UZIATSFXNVOVFE
Search UniChem for chemical match using the InChIKey UZIATSFXNVOVFE-OAHLLOKOSA-N
Search UniChem for chemicals with the same backbone UZIATSFXNVOVFE