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

• ChemBase ID: 215881
• Molecular Formular: C16H21NO5
• Molecular Mass: 307.34164
• Monoisotopic Mass: 307.14197278
• SMILES: [C@H](C(=O)O)(NC(=O)/C=C/c1cc(c(cc1)O)OC)CC(C)C
• Canonical SMILES: COc1cc(/C=C/C(=O)N[C@H](C(=O)O)CC(C)C)ccc1O
• InChI: InChI=1S/C16H21NO5/c1-10(2)8-12(16(20)21)17-15(19)7-5-11-4-6-13(18)14(9-11)22-3/h4-7,9-10,12,18H,8H2,1-3H3,(H,17,19)(H,20,21)/b7-5+/t12-/m0/s1
• InChIKey: YKXOGYHXPMDNJC-PZBABLGHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164271791
• PubChem CID: 7097440

CALCULATED PROPERTIES

• Acid pKa: 3.635007
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.5294757
• LogD (pH = 7.4): -0.9399723
• Log P: 2.3924408
• Molar Refractivity: 82.475 cm^3
• Polarizability: 31.611832 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds