(2Z)-2-{[hydroxy(2-phenylethyl)phosphoryl]methyl}-3-[5-methoxy-2-(methylamino)phenyl]prop-2-enoic acid

• ChemBase ID: 222073
• Molecular Formular: C20H24NO5P
• Molecular Mass: 389.382021
• Monoisotopic Mass: 389.1392095
• SMILES: C(=C\c1c(ccc(c1)OC)NC)(/C(=O)O)\CP(=O)(CCc1ccccc1)O
• Canonical SMILES: COc1ccc(c(c1)/C=C(/C(=O)O)\CP(=O)(CCc1ccccc1)O)NC
• InChI: InChI=1S/C20H24NO5P/c1-21-19-9-8-18(26-2)13-16(19)12-17(20(22)23)14-27(24,25)11-10-15-6-4-3-5-7-15/h3-9,12-13,21H,10-11,14H2,1-2H3,(H,22,23)(H,24,25)/b17-12+
• InChIKey: VMQVBCICLPSOPQ-SFQUDFHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-{[hydroxy(2-phenylethyl)phosphoryl]methyl}-3-[5-methoxy-2-(methylamino)phenyl]prop-2-enoic acid
• IUPAC Traditional name: (2Z)-2-{[hydroxy(2-phenylethyl)phosphoryl]methyl}-3-[5-methoxy-2-(methylamino)phenyl]prop-2-enoic acid

Database IDs

• PubChem SID: 164277983
• PubChem CID: 39377624

CALCULATED PROPERTIES

• Acid pKa: 1.8236024
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.7762501
• LogD (pH = 7.4): -2.8789632
• Log P: 0.6243297
• Molar Refractivity: 107.8879 cm^3
• Polarizability: 40.54829 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds