compound A127 [WO2013110309]   Click here for help

GtoPdb Ligand ID: 8169

Synonyms: A-127
Compound class: Synthetic organic
Comment: Compound A127 is an invention covered by patent WO2013110309 [2]. The compound is reported as an inhibitor of the serine kinase GCN2 (gene symbol EIF2AK4) [1], a kinase involved in the regulation of protein synthesis via phosphorylation of the alpha subunit of eukaryotic translation initiation factor-2 (EIF2α) in response to glucose deprivation. The GCN2-EIF2α-ATF4 pathway is essential for maintaining metabolic homeostasis in tumour cells [3]. Components of this pathway, such as GCN2, are therefore novel targets for the development of anticancer therapeutics.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 115.28
Molecular weight 408.2
XLogP 1.9
No. Lipinski's rules broken 0
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Canonical SMILES OCCOC(c1ccc(cc1)n1nnc2c1cnc(n2)Nc1ccn(n1)CC)(C)C
Isomeric SMILES OCCOC(c1ccc(cc1)n1nnc2c1cnc(n2)Nc1ccn(n1)CC)(C)C
InChI InChI=1S/C20H24N8O2/c1-4-27-10-9-17(25-27)22-19-21-13-16-18(23-19)24-26-28(16)15-7-5-14(6-8-15)20(2,3)30-12-11-29/h5-10,13,29H,4,11-12H2,1-3H3,(H,21,22,23,25)
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Compound class Synthetic organic
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Database Links Click here for help
ChEMBL Ligand CHEMBL3260333
GtoPdb PubChem SID 249565849
PubChem CID 90655897
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