GSK2606414   Click here for help

GtoPdb Ligand ID: 6740

Synonyms: 3-fluoro-GSK2606414 | compound 38 [PMID: 22827572] [1] | GSK PERK Inhibitor
Compound class: Synthetic organic
Comment: GSK2606414 is an analogue identified by a medicinal chemistry study to find novel, potent and selective protein kinase R (PKR)-like endoplasmic reticulum kinase (PERK) inhibitors [1]. The official HGNC endorsed name for PERK is eukaryotic translation initiation factor 2-alpha kinase 3 (with gene symbol EIF2AK3). GSK2606414 is highly selective and is orally available.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 77.04
Molecular weight 469.15
XLogP 4.54
No. Lipinski's rules broken 0
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Canonical SMILES Fc1cc(CC(=O)N2CCc3c2ccc(c3)c2cn(c3c2c(N)ncn3)C)cc(c1)C(F)(F)F
Isomeric SMILES Fc1cc(CC(=O)N2CCc3c2ccc(c3)c2cn(c3c2c(N)ncn3)C)cc(c1)C(F)(F)F
InChI InChI=1S/C24H19F4N5O/c1-32-11-18(21-22(29)30-12-31-23(21)32)14-2-3-19-15(9-14)4-5-33(19)20(34)8-13-6-16(24(26,27)28)10-17(25)7-13/h2-3,6-7,9-12H,4-5,8H2,1H3,(H2,29,30,31)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
1-[5-(4-amino-7-methylpyrrolo[2,3-d]pyrimidin-5-yl)-2, 3-dihydroindol-1-yl]-2-[3-fluoro-5-(trifluoromethyl)phenyl]ethanone
Synonyms Click here for help
3-fluoro-GSK2606414 | compound 38 [PMID: 22827572] [1] | GSK PERK Inhibitor
Database Links Click here for help
CAS Registry No. 1337531-89-1 (source: SciFinder)
ChEMBL Ligand CHEMBL2171125
GtoPdb PubChem SID 178103351
PubChem CID 66561167
Search Google for chemical match using the InChIKey PXVQGBJMIQCDEX-UHFFFAOYSA-N
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UniChem Connectivity Search for chemical match using the InChIKey PXVQGBJMIQCDEX-UHFFFAOYSA-N