(2S)-4-(methylsulfanyl)-2-(2-{[(2Z)-3-oxo-2-[(2,3,4-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)butanoic acid

• ChemBase ID: 212302
• Molecular Formular: C25H27NO9S
• Molecular Mass: 517.54818
• Monoisotopic Mass: 517.14065245
• SMILES: C\1(=C\c2c(c(c(cc2)OC)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)CCSC)cc2
• Canonical SMILES: CSCC[C@@H](C(=O)O)NC(=O)COc1ccc2c(c1)O/C(=C\c1ccc(c(c1OC)OC)OC)/C2=O
• InChI: InChI=1S/C25H27NO9S/c1-31-18-8-5-14(23(32-2)24(18)33-3)11-20-22(28)16-7-6-15(12-19(16)35-20)34-13-21(27)26-17(25(29)30)9-10-36-4/h5-8,11-12,17H,9-10,13H2,1-4H3,(H,26,27)(H,29,30)/b20-11-/t17-/m0/s1
• InChIKey: QCGRWVGVWHWXGQ-BCUAHEQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-(methylsulfanyl)-2-(2-{[(2Z)-3-oxo-2-[(2,3,4-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)butanoic acid
• IUPAC Traditional name: (2S)-4-(methylsulfanyl)-2-(2-{[(2Z)-3-oxo-2-[(2,3,4-trimethoxyphenyl)methylidene]-1-benzofuran-6-yl]oxy}acetamido)butanoic acid

Database IDs

• PubChem SID: 164268212
• PubChem CID: 16404376

CALCULATED PROPERTIES

• Acid pKa: 3.2087715
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -0.104567505
• LogD (pH = 7.4): -1.2794074
• Log P: 2.1644819
• Molar Refractivity: 133.3698 cm^3
• Polarizability: 51.285194 Å^3
• Polar Surface Area: 129.62 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds