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

• ChemBase ID: 212124
• Molecular Formular: C22H18N2O9
• Molecular Mass: 454.38632
• Monoisotopic Mass: 454.10123017
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](CC(=O)N)C(=O)O)cc2
• Canonical SMILES: O=C(N[C@@H](C(=O)O)CC(=O)N)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C22H18N2O9/c23-19(25)8-14(22(28)29)24-20(26)9-30-12-2-3-13-16(7-12)33-18(21(13)27)6-11-1-4-15-17(5-11)32-10-31-15/h1-7,14H,8-10H2,(H2,23,25)(H,24,26)(H,28,29)/b18-6-/t14-/m1/s1
• InChIKey: VVBVAEWBKUGQOY-LHMSQDLFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268034
• PubChem CID: 16404268

CALCULATED PROPERTIES

• Polar Surface Area: 163.48 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 2.9784842
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -2.3216004
• LogD (pH = 7.4): -3.3165507
• Log P: 0.1605463
• Molar Refractivity: 110.516 cm^3
• Polarizability: 42.59344 Å^3

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds