(4S)-4-(dibenzylamino)-3-oxo-5-phenylpentanenitrile

• ChemBase ID: 166871
• Molecular Formular: C25H24N2O
• Molecular Mass: 368.47086
• Monoisotopic Mass: 368.1888634
• SMILES: C(N(Cc1ccccc1)[C@@H](Cc1ccccc1)C(=O)CC#N)c1ccccc1
• Canonical SMILES: N#CCC(=O)[C@@H](N(Cc1ccccc1)Cc1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C25H24N2O/c26-17-16-25(28)24(18-21-10-4-1-5-11-21)27(19-22-12-6-2-7-13-22)20-23-14-8-3-9-15-23/h1-15,24H,16,18-20H2/t24-/m0/s1
• InChIKey: MYTIELGBBUTMMA-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-(dibenzylamino)-3-oxo-5-phenylpentanenitrile
• IUPAC Traditional name: (4S)-4-(dibenzylamino)-3-oxo-5-phenylpentanenitrile
• Synonyms: (4S)-4-(N,N-Dibenzylamino)-5-phenyl-3-oxopentanenitrile; (S)-4-(N,N-Dibenzylamino)-3-oxo-5-phenylpentanonitrile; 4S-4-Dibenzylamino-3-oxo-5-phenylpentanonitrile

Database IDs

• CAS Number: 156732-12-6
• PubChem SID: 162261004
• PubChem CID: 9951171

CALCULATED PROPERTIES

• Acid pKa: 10.303362
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.383809
• LogD (pH = 7.4): 5.53989
• Log P: 5.6219926
• Molar Refractivity: 113.2853 cm^3
• Polarizability: 43.911274 Å^3
• Polar Surface Area: 44.1 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D416980

An intermediate in the synthesis of Ritonavir.

REFERENCES

• Sham, H., et al.: Bioorg. Med. Chem. Lett., 12, 3101 (2002)