(2S)-2-[4-(2-methylpropyl)phenyl]-N-[(1R)-1-phenylethyl]propanamide

• ChemBase ID: 176557
• Molecular Formular: C21H27NO
• Molecular Mass: 309.44518
• Monoisotopic Mass: 309.20926449
• SMILES: [C@@H](NC(=O)[C@H](c1ccc(cc1)CC(C)C)C)(C)c1ccccc1
• Canonical SMILES: CC(Cc1ccc(cc1)[C@@H](C(=O)N[C@@H](c1ccccc1)C)C)C
• InChI: InChI=1S/C21H27NO/c1-15(2)14-18-10-12-19(13-11-18)16(3)21(23)22-17(4)20-8-6-5-7-9-20/h5-13,15-17H,14H2,1-4H3,(H,22,23)/t16-,17+/m0/s1
• InChIKey: BLNIYEIMTLMHGY-DLBZAZTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[4-(2-methylpropyl)phenyl]-N-[(1R)-1-phenylethyl]propanamide
• IUPAC Traditional name: (2S)-2-[4-(2-methylpropyl)phenyl]-N-[(1R)-1-phenylethyl]propanamide
• Synonyms: (αS)-α-Methyl-4-(2-methylpropyl)-N-[(1R)-1-phenylethyl]benzeneacetamide; [R-(R*,S*)]-α-Methyl-4-(2-methylpropyl)-N-(1-phenylethyl)benzeneacetamide; (R,S)-N-(1-Phenylethyl) Ibuprofen Amide; (αS)-α-Methyl-4-(2-methylpropyl)-N-[(1S)-1-phenylethyl]benzeneacetamide; [S-(R*,R*)]-α-Methyl-4-(2-methylpropyl)-N-(1-phenylethyl)benzeneacetamide; (S,S)-N-(1-Phenylethyl) Ibuprofen Amide

Database IDs

• CAS Number: 81576-52-5; 121734-79-0
• PubChem SID: 164232467
• PubChem CID: 1207294

CALCULATED PROPERTIES

• Acid pKa: 15.847521
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 5.40134
• LogD (pH = 7.4): 5.40134
• Log P: 5.40134
• Molar Refractivity: 96.4822 cm^3
• Polarizability: 37.679893 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P320900

The (S,S)-enantiomer of Ibuprofen (I140000) impurity, an anti-inflammatory compound.

Toronto Research Chemicals - P320890

The (R,S)-enantiomer of Ibuprofen (I140000) impurity, an anti-inflammatory compound.

REFERENCES

• Rubin, A., et al.: J. Pharm. Sci., 74, 82 (1985)
• Tracy, T., et al.: Drug Metab. Dispos., 20, 322 (1985)
• Rubin, A., et al.: J. Pharm. Sci., 74, 82 (1985)
• Tracy, T., et al.: Drug Metab. Dispos., 20, 322 (1985)