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

• ChemBase ID: 212400
• Molecular Formular: C23H21NO9
• Molecular Mass: 455.41414
• Monoisotopic Mass: 455.12163126
• SMILES: C\1(=C\c2cc(OC)ccc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)CCC(=O)O)cc2
• Canonical SMILES: COc1cccc(c1)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C23H21NO9/c1-31-14-4-2-3-13(9-14)10-19-22(28)16-6-5-15(11-18(16)33-19)32-12-20(25)24-17(23(29)30)7-8-21(26)27/h2-6,9-11,17H,7-8,12H2,1H3,(H,24,25)(H,26,27)(H,29,30)/b19-10-/t17-/m0/s1
• InChIKey: QFTOEUGHNWGSEK-KCBNLNMNSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268310
• PubChem CID: 16404436

CALCULATED PROPERTIES

• Acid pKa: 2.8699708
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -2.860242
• LogD (pH = 7.4): -5.320623
• Log P: 1.4752454
• Molar Refractivity: 114.1451 cm^3
• Polarizability: 43.742027 Å^3
• Polar Surface Area: 148.46 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds