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

• ChemBase ID: 212678
• Molecular Formular: C21H17NO9
• Molecular Mass: 427.36098
• Monoisotopic Mass: 427.09033113
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/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\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C21H17NO9/c23-8-14(21(26)27)22-19(24)9-28-12-2-3-13-16(7-12)31-18(20(13)25)6-11-1-4-15-17(5-11)30-10-29-15/h1-7,14,23H,8-10H2,(H,22,24)(H,26,27)/b18-6-/t14-/m0/s1
• InChIKey: BSQKICGEPMFKJH-WPZPTPNYSA-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)-3-hydroxypropanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-3-hydroxypropanoic acid

Database IDs

• PubChem SID: 164268588
• PubChem CID: 16404596

CALCULATED PROPERTIES

• Acid pKa: 2.88041
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -2.0078373
• LogD (pH = 7.4): -2.9248073
• Log P: 0.56239086
• Molar Refractivity: 104.2021 cm^3
• Polarizability: 40.1446 Å^3
• Polar Surface Area: 140.62 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds