N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide

• ChemBase ID: 312920
• Molecular Formular: C22H24N2O7S
• Molecular Mass: 460.50016
• Monoisotopic Mass: 460.13042212
• SMILES: c1cc(c2c(c1)C(=O)N(C2=O)[C@@H](c1cc(c(cc1)OC)OCC)CS(=O)(=O)C)NC(=O)C
• Canonical SMILES: CCOc1cc(ccc1OC)[C@H](N1C(=O)c2c(C1=O)c(ccc2)NC(=O)C)CS(=O)(=O)C
• InChI: InChI=1S/C22H24N2O7S/c1-5-31-19-11-14(9-10-18(19)30-3)17(12-32(4,28)29)24-21(26)15-7-6-8-16(23-13(2)25)20(15)22(24)27/h6-11,17H,5,12H2,1-4H3,(H,23,25)/t17-/m1/s1
• InChIKey: IMOZEMNVLZVGJZ-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide
• IUPAC Traditional name: N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl]-1,3-dioxoisoindol-4-yl}acetamide
• Synonyms: Apremilast (CC-10004) Apremilast (CC-10004)

Database IDs

• CAS Number: 608141-41-9

CALCULATED PROPERTIES

• Acid pKa: 12.575264
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.3102076
• LogD (pH = 7.4): 1.3102049
• Log P: 1.3102076
• Molar Refractivity: 119.0997 cm^3
• Polarizability: 45.288616 Å^3
• Polar Surface Area: 119.08 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: PDE

Product Information

• Salt Data: Free Base