1-(5-{4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl}-2,3-dihydro-1H-indol-1-yl)-2-[3-fluoro-5-(trifluoromethyl)phenyl]ethan-1-one

• ChemBase ID: 169783
• Molecular Formular: C24H19F4N5O
• Molecular Mass: 469.4341728
• Monoisotopic Mass: 469.15257313
• SMILES: c12c(ncnc1N)n(cc2c1ccc2c(c1)CCN2C(=O)Cc1cc(cc(c1)C(F)(F)F)F)C
• Canonical 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)
• InChIKey: PXVQGBJMIQCDEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(5-{4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl}-2,3-dihydro-1H-indol-1-yl)-2-[3-fluoro-5-(trifluoromethyl)phenyl]ethan-1-one
• IUPAC Traditional name: 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: 1-[5-(4-Amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2,3-dihydro-1H-indol-1-yl]-2-[3-fluoro-5-(trifluoromethyl)phenyl]ethanone; 3-Fluoro-GSK2606414; GSK PERK Inhibitor

Database IDs

• CAS Number: 1337531-89-1
• PubChem SID: 162263915
• PubChem CID: 66561167

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.582076
• LogD (pH = 7.4): 3.913445
• Log P: 4.1489477
• Molar Refractivity: 121.0087 cm^3
• Polarizability: 45.009438 Å^3
• Polar Surface Area: 77.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Pale Yellow Solid
• Melting Point: 237-240°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - G797800

GSK PERK Inhibitor is an inhibitors of PERK, an important transmembrane protein of endoplasmic reticulum (ER). GSK PERK Inhibitor can be useful in the treatment of cancer, ocular diseases, and diseases associated with activated unfolded protein response p

REFERENCES

• Baltzis, D. et al.: J. Biol. Chem., 282, 31675 (2007)
• Axten, J. M.et al,: J. Med. Chem. 55(16) 7193 (2012).