(2Z)-2-amino-3-phenylprop-2-enoic acid

• ChemBase ID: 4151
• Molecular Formular: C9H9NO2
• Molecular Mass: 163.17326
• Monoisotopic Mass: 163.06332853
• SMILES: N/C(=C\c1ccccc1)/C(=O)O
• Canonical SMILES: N/C(=C\c1ccccc1)/C(=O)O
• InChI: InChI=1S/C9H9NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-6H,10H2,(H,11,12)/b8-6-
• InChIKey: YWIQQKOKNPPGDO-VURMDHGXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-amino-3-phenylprop-2-enoic acid
• IUPAC Traditional name: phenyldehydroalanine
• Synonyms: Phenyldehydroalanine; alpha-Aminocinnamate; 2,3-Didehydrophenylalanine; Phenyldehydroalanine

Database IDs

• CAS Number: 7060-39-1
• PubChem SID: 160967583; 46506109
• PubChem CID: 5702627

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.828385
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2646232
• LogD (pH = 7.4): -1.4180104
• Log P: -1.2646363
• Molar Refractivity: 46.6848 cm^3
• Polarizability: 17.327896 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.48
• LOG S: -2.51
• Solubility (Water): 5.00e-01 g/l

DETAILS

DrugBank - DB04584

Drug information: experimental