GSK2656157   Click here for help

GtoPdb Ligand ID: 9544

Synonyms: compound 6 [PMID: 24900593] | GSK-2656157
Compound class: Synthetic organic
Comment: GSK2656157 is an optimised, ATP-competitive inhibitor of protein kinase R (PKR)-like endoplasmic reticulum kinase (PERK), designed using the structural scaffold of GSK2606414 [2]. Preclinical evaluation is reported in [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 89.93
Molecular weight 416.18
XLogP 2.77
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(N1CCc2c1ccc(c2F)c1cn(c2c1c(N)ncn2)C)Cc1cccc(n1)C
Isomeric SMILES O=C(N1CCc2c1ccc(c2F)c1cn(c2c1c(N)ncn2)C)Cc1cccc(n1)C
InChI InChI=1S/C23H21FN6O/c1-13-4-3-5-14(28-13)10-19(31)30-9-8-16-18(30)7-6-15(21(16)24)17-11-29(2)23-20(17)22(25)26-12-27-23/h3-7,11-12H,8-10H2,1-2H3,(H2,25,26,27)
InChI Key PRWSIEBRGXYXAJ-UHFFFAOYSA-N
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)-4-fluoro-2,3-dihydroindol-1-yl]-2-(6-methylpyridin-2-yl)ethanone
Synonyms Click here for help
compound 6 [PMID: 24900593] | GSK-2656157
Database Links Click here for help
ChEMBL Ligand CHEMBL2441340
GtoPdb PubChem SID 336446930
PubChem CID 53469059
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