(2S)-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]-2-phenylacetic acid

• ChemBase ID: 216020
• Molecular Formular: C18H17NO5
• Molecular Mass: 327.33128
• Monoisotopic Mass: 327.11067265
• SMILES: [C@H](C(=O)O)(NC(=O)/C=C/c1cc(c(cc1)O)OC)c1ccccc1
• Canonical SMILES: COc1cc(/C=C/C(=O)N[C@@H](c2ccccc2)C(=O)O)ccc1O
• InChI: InChI=1S/C18H17NO5/c1-24-15-11-12(7-9-14(15)20)8-10-16(21)19-17(18(22)23)13-5-3-2-4-6-13/h2-11,17,20H,1H3,(H,19,21)(H,22,23)/b10-8+/t17-/m0/s1
• InChIKey: UMLXSCZCCWCILS-VMSUTVGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]-2-phenylacetic acid
• IUPAC Traditional name: (S)-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido](phenyl)acetic acid

Database IDs

• PubChem SID: 164271930
• PubChem CID: 7097605

CALCULATED PROPERTIES

• Acid pKa: 3.427911
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.44449812
• LogD (pH = 7.4): -0.89126194
• Log P: 2.5059958
• Molar Refractivity: 88.6654 cm^3
• Polarizability: 33.817585 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds