(2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 212676
• Molecular Formular: C23H21NO8S
• Molecular Mass: 471.47974
• Monoisotopic Mass: 471.09878764
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/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\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C23H21NO8S/c1-33-7-6-16(23(27)28)24-21(25)11-29-14-3-4-15-18(10-14)32-20(22(15)26)9-13-2-5-17-19(8-13)31-12-30-17/h2-5,8-10,16H,6-7,11-12H2,1H3,(H,24,25)(H,27,28)/b20-9-/t16-/m0/s1
• InChIKey: BETFBNMBDGAYED-DMOKECBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-4-(methylsulfanyl)butanoic acid

Database IDs

• PubChem SID: 164268586
• PubChem CID: 16404594

CALCULATED PROPERTIES

• Acid pKa: 3.2088141
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.008280023
• LogD (pH = 7.4): -1.1831523
• Log P: 2.2607293
• Molar Refractivity: 119.7471 cm^3
• Polarizability: 46.188972 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds