(2S)-3-hydroxy-2-(2-{[(2Z)-2-[(3-methoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

• ChemBase ID: 213557
• Molecular Formular: C21H19NO8
• Molecular Mass: 413.37746
• Monoisotopic Mass: 413.11106657
• SMILES: C\1(=C\c2cc(OC)ccc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)CO)cc2
• Canonical SMILES: OC[C@@H](C(=O)O)NC(=O)COc1ccc2c(c1)O/C(=C\c1cccc(c1)OC)/C2=O
• InChI: InChI=1S/C21H19NO8/c1-28-13-4-2-3-12(7-13)8-18-20(25)15-6-5-14(9-17(15)30-18)29-11-19(24)22-16(10-23)21(26)27/h2-9,16,23H,10-11H2,1H3,(H,22,24)(H,26,27)/b18-8-/t16-/m0/s1
• InChIKey: MQAZBFQBSCFAJI-PKXKBNNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-hydroxy-2-(2-{[(2Z)-2-[(3-methoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid
• IUPAC Traditional name: (2S)-3-hydroxy-2-(2-{[(2Z)-2-[(3-methoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

Database IDs

• PubChem SID: 164269467
• PubChem CID: 7096499

CALCULATED PROPERTIES

• Acid pKa: 2.8804097
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.7887422
• LogD (pH = 7.4): -2.7057126
• Log P: 0.78148615
• Molar Refractivity: 104.8984 cm^3
• Polarizability: 40.128136 Å^3
• Polar Surface Area: 131.39 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds