(1r,4r)-4-[(2-{[(2Z)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)methyl]cyclohexane-1-carboxylic acid

• ChemBase ID: 211697
• Molecular Formular: C27H29NO8
• Molecular Mass: 495.52106
• Monoisotopic Mass: 495.18931689
• SMILES: C\1(=C\c2c(ccc(c2)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)NC[C@@H]1CC[C@@H](C(=O)O)CC1)cc2
• Canonical SMILES: COc1ccc(cc1/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)NC[C@@H]1CC[C@H](CC1)C(=O)O)OC
• InChI: InChI=1S/C27H29NO8/c1-33-19-8-10-22(34-2)18(11-19)12-24-26(30)21-9-7-20(13-23(21)36-24)35-15-25(29)28-14-16-3-5-17(6-4-16)27(31)32/h7-13,16-17H,3-6,14-15H2,1-2H3,(H,28,29)(H,31,32)/b24-12-/t16-,17-
• InChIKey: MAAWNBWDNYESKW-GSGGNARUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1r,4r)-4-[(2-{[(2Z)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)methyl]cyclohexane-1-carboxylic acid
• IUPAC Traditional name: (1r,4r)-4-[(2-{[(2Z)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetamido)methyl]cyclohexane-1-carboxylic acid

Database IDs

• PubChem SID: 164267607
• PubChem CID: 16404017

CALCULATED PROPERTIES

• Acid pKa: 4.329892
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.7643867
• LogD (pH = 7.4): 0.019975543
• Log P: 2.961005
• Molar Refractivity: 131.2243 cm^3
• Polarizability: 50.451836 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