compound 27 [PMID: 19854648]   

GtoPdb Ligand ID: 8168

Compound class: Synthetic organic
Comment: Compound 27 is the first reported inhibitor of heme-regulated eukaryotic initiation factor 2α kinase activity (aka HRI; gene symbol EIF2AK1) [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 76.24
Molecular weight 403.05
XLogP 4.68
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc2c3[nH]nc(c3C(=O)c2cc1OC)NCc1c(Cl)cccc1Cl
Isomeric SMILES COc1cc2c3[nH]nc(c3C(=O)c2cc1OC)NCc1c(Cl)cccc1Cl
InChI InChI=1S/C19H15Cl2N3O3/c1-26-14-6-9-10(7-15(14)27-2)18(25)16-17(9)23-24-19(16)22-8-11-12(20)4-3-5-13(11)21/h3-7H,8H2,1-2H3,(H2,22,23,24)
InChI Key UUDNGLPFGYJJQX-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
3-{[(2,6-dichlorophenyl)methyl]amino}-6,7-dimethoxy-1H,4H-indeno[1,2-c]pyrazol-4-one
Database Links
BindingDB Ligand 50414894
ChEMBL Ligand CHEMBL573760
GtoPdb PubChem SID 249565848
PubChem CID 45375987
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