(2E)-N-(3-chloro-4-fluorophenyl)-2-cyano-3-{[4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-ethoxyphenyl]amino}prop-2-enamide

• ChemBase ID: 168372
• Molecular Formular: C26H18ClFN4O4
• Molecular Mass: 504.8969232
• Monoisotopic Mass: 504.10006098
• SMILES: c1ccc2c(c1)C(=O)N(C2=O)c1ccc(cc1OCC)N/C=C(/C(=O)Nc1ccc(c(c1)Cl)F)\C#N
• Canonical SMILES: CCOc1cc(N/C=C(/C(=O)Nc2ccc(c(c2)Cl)F)\C#N)ccc1N1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C26H18ClFN4O4/c1-2-36-23-12-16(8-10-22(23)32-25(34)18-5-3-4-6-19(18)26(32)35)30-14-15(13-29)24(33)31-17-7-9-21(28)20(27)11-17/h3-12,14,30H,2H2,1H3,(H,31,33)/b15-14+
• InChIKey: MDHUGAXFJCJVGE-CCEZHUSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-N-(3-chloro-4-fluorophenyl)-2-cyano-3-{[4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-ethoxyphenyl]amino}prop-2-enamide
• IUPAC Traditional name: (2E)-N-(3-chloro-4-fluorophenyl)-2-cyano-3-{[4-(1,3-dioxoisoindol-2-yl)-3-ethoxyphenyl]amino}prop-2-enamide
• Synonyms: (E)-N-(3-Chloro-4-fluorophenyl)-2-cyano-3-[[4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-ethoxyphenyl]amino]-2-propenamide; (E)-3-[3-Ethoxy-4-(phthalimidyl)anilino]-N-(3-chloro-4-fluorophenyl)-2-cyano-2-propenamide

Database IDs

• CAS Number: 915945-39-0
• PubChem SID: 162262504
• PubChem CID: 71316532

CALCULATED PROPERTIES

• Acid pKa: 12.337114
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 4.1706924
• LogD (pH = 7.4): 4.1706877
• Log P: 4.1706924
• Molar Refractivity: 134.7546 cm^3
• Polarizability: 48.993946 Å^3
• Polar Surface Area: 111.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - E892785

Intermediate in the preparation of Tyrosine Kinase Inhibitors.