(2R)-2-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-4-[4-(4-ethoxyphenyl)phenyl]-4-oxobutanoic acid

• ChemBase ID: 3991
• Molecular Formular: C28H25NO6
• Molecular Mass: 471.5012
• Monoisotopic Mass: 471.16818753
• SMILES: CCOc1ccc(cc1)c1ccc(cc1)C(=O)C[C@@H](CCN1C(=O)c2ccccc2C1=O)C(=O)O
• Canonical SMILES: CCOc1ccc(cc1)c1ccc(cc1)C(=O)C[C@H](C(=O)O)CCN1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C28H25NO6/c1-2-35-22-13-11-19(12-14-22)18-7-9-20(10-8-18)25(30)17-21(28(33)34)15-16-29-26(31)23-5-3-4-6-24(23)27(29)32/h3-14,21H,2,15-17H2,1H3,(H,33,34)/t21-/m1/s1
• InChIKey: AQYSXARQCHHHLK-OAQYLSRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-4-[4-(4-ethoxyphenyl)phenyl]-4-oxobutanoic acid
• IUPAC Traditional name: (2R)-2-[2-(1,3-dioxoisoindol-2-yl)ethyl]-4-[4-(4-ethoxyphenyl)phenyl]-4-oxobutanoic acid
• Synonyms: 2-[2-(1,3-Dioxo-1,3-Dihydro-2h-Isoindol-2-Yl)Ethyl]-4-(4'-Ethoxy-1,1'-Biphenyl-4-Yl)-4-Oxobutanoic Acid

Database IDs

• PubChem SID: 46506783; 160967426
• PubChem CID: 9869365

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8047605
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.491073
• LogD (pH = 7.4): 0.9284807
• Log P: 4.1886706
• Molar Refractivity: 130.7565 cm^3
• Polarizability: 50.6326 Å^3
• Polar Surface Area: 100.98 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.16
• LOG S: -5.68
• Solubility (Water): 9.86e-04 g/l

DETAILS

DrugBank - DB04405

Drug information: experimental