(2S)-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 215998
• Molecular Formular: C21H20N2O5
• Molecular Mass: 380.3939
• Monoisotopic Mass: 380.13722175
• SMILES: c1(c[nH]c2c1cccc2)C[C@@H](C(=O)O)NC(=O)/C=C/c1cc(c(cc1)O)OC
• Canonical SMILES: COc1cc(/C=C/C(=O)N[C@H](C(=O)O)Cc2c[nH]c3c2cccc3)ccc1O
• InChI: InChI=1S/C21H20N2O5/c1-28-19-10-13(6-8-18(19)24)7-9-20(25)23-17(21(26)27)11-14-12-22-16-5-3-2-4-15(14)16/h2-10,12,17,22,24H,11H2,1H3,(H,23,25)(H,26,27)/b9-7+/t17-/m0/s1
• InChIKey: HWNQLJZAUDPNGG-LKUPDRCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

Database IDs

• PubChem SID: 164271908
• PubChem CID: 7097585

CALCULATED PROPERTIES

• Acid pKa: 3.7064054
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.1002225
• LogD (pH = 7.4): -0.41109216
• Log P: 2.893419
• Molar Refractivity: 104.5069 cm^3
• Polarizability: 40.842438 Å^3
• Polar Surface Area: 111.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds