N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide

• ChemBase ID: 82291
• Molecular Formular: C17H14N2O3
• Molecular Mass: 294.30466
• Monoisotopic Mass: 294.10044232
• SMILES: N(C(=O)/C(=C\c1cc(c(cc1)O)O)/C#N)Cc1ccccc1
• Canonical SMILES: N#C/C(=C/c1ccc(c(c1)O)O)/C(=O)NCc1ccccc1
• InChI: InChI=1S/C17H14N2O3/c18-10-14(8-13-6-7-15(20)16(21)9-13)17(22)19-11-12-4-2-1-3-5-12/h1-9,20-21H,11H2,(H,19,22)
• InChIKey: TUCIOBMMDDOEMM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide
• IUPAC Traditional name: N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide
• Synonyms: Tyrphostin B42; AG-490

Database IDs

• CAS Number: 134036-52-5
• MDL Number: MFCD00209833
• PubChem SID: 162069410
• PubChem CID: 5353441

CALCULATED PROPERTIES

• Acid pKa: 8.352916
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.4814262
• LogD (pH = 7.4): 2.436962
• Log P: 2.4820209
• Molar Refractivity: 83.4068 cm^3
• Polarizability: 31.21717 Å^3
• Polar Surface Area: 93.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 215°C

Safety Information

• Storage Warning: Irritant/Store below -20C

DETAILS

Apollo Scientific Ltd - OR2500

A potent and specific inhibitor of the Jak-2 tyrosine kinase It dose-dependently inhibits DNA synthesis, blocks cell growth and induces apoptosis.