(2Z)-3-amino-4-[hydroxy(2-phenylethyl)phosphoryl]but-2-enoic acid

• ChemBase ID: 221363
• Molecular Formular: C12H16NO4P
• Molecular Mass: 269.233501
• Monoisotopic Mass: 269.08169463
• SMILES: C(=C(\CP(=O)(CCc1ccccc1)O)/N)/C(=O)O
• Canonical SMILES: N/C(=C\C(=O)O)/CP(=O)(CCc1ccccc1)O
• InChI: InChI=1S/C12H16NO4P/c13-11(8-12(14)15)9-18(16,17)7-6-10-4-2-1-3-5-10/h1-5,8H,6-7,9,13H2,(H,14,15)(H,16,17)/b11-8-
• InChIKey: CFKIAYLGGGAWEA-FLIBITNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-3-amino-4-[hydroxy(2-phenylethyl)phosphoryl]but-2-enoic acid
• IUPAC Traditional name: (2Z)-3-amino-4-[hydroxy(2-phenylethyl)phosphoryl]but-2-enoic acid

Database IDs

• PubChem SID: 164277273
• PubChem CID: 29147168

CALCULATED PROPERTIES

• Acid pKa: 1.5017794
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.306128
• LogD (pH = 7.4): -5.4439087
• Log P: -1.8212708
• Molar Refractivity: 69.915 cm^3
• Polarizability: 26.563599 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds