(2S)-2-amino-2-(difluoromethyl)-3-(3,4-dihydroxyphenyl)propanoic acid

• ChemBase ID: 125712
• Molecular Formular: C10H11F2NO4
• Molecular Mass: 247.1954464
• Monoisotopic Mass: 247.06561428
• SMILES: c1cc(c(cc1C[C@@](C(F)F)(C(=O)O)N)O)O
• Canonical SMILES: FC([C@@](C(=O)O)(Cc1ccc(c(c1)O)O)N)F
• InChI: InChI=1S/C10H11F2NO4/c11-8(12)10(13,9(16)17)4-5-1-2-6(14)7(15)3-5/h1-3,8,14-15H,4,13H2,(H,16,17)/t10-/m1/s1
• InChIKey: XZVHHLNLLVICFA-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-2-(difluoromethyl)-3-(3,4-dihydroxyphenyl)propanoic acid
• IUPAC Traditional name: α-difluoromethyl-dopa
• Synonyms: Alpha-Difluoromethyl-DOPA

Database IDs

• CAS Number: 69955-03-9
• PubChem SID: 162220062
• PubChem CID: 129677
• Chemspider ID: 114812
• MeSH Name: alpha-difluoromethyl-DOPA
• Wikipedia Title: Alpha-Difluoromethyl-DOPA

CALCULATED PROPERTIES

• Acid pKa: 1.7376003
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.2371587
• LogD (pH = 7.4): -1.5960969
• Log P: -1.2316988
• Molar Refractivity: 53.6032 cm^3
• Polarizability: 20.658716 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 479°C
• Density: 1.528 g/mL