(2S,4Z)-5-amino-2-(dibenzylamino)-1,6-diphenylhex-4-en-3-one

• ChemBase ID: 159995
• Molecular Formular: C32H32N2O
• Molecular Mass: 460.60928
• Monoisotopic Mass: 460.25146365
• SMILES: C(N(Cc1ccccc1)[C@H](C(=O)/C=C(/Cc1ccccc1)\N)Cc1ccccc1)c1ccccc1
• Canonical SMILES: N/C(=C\C(=O)[C@@H](N(Cc1ccccc1)Cc1ccccc1)Cc1ccccc1)/Cc1ccccc1
• InChI: InChI=1S/C32H32N2O/c33-30(21-26-13-5-1-6-14-26)23-32(35)31(22-27-15-7-2-8-16-27)34(24-28-17-9-3-10-18-28)25-29-19-11-4-12-20-29/h1-20,23,31H,21-22,24-25,33H2/b30-23-/t31-/m0/s1
• InChIKey: IVYLNCUETJNNJU-AYRMWSDDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4Z)-5-amino-2-(dibenzylamino)-1,6-diphenylhex-4-en-3-one
• IUPAC Traditional name: (2S,4Z)-5-amino-2-(dibenzylamino)-1,6-diphenylhex-4-en-3-one
• Synonyms: (2S)-5-Amino-2-[bis(phenylmethyl)amino]-1,6-diphenyl-4-hexen-3-one; (S)-2-Amino-5-(N,N-dibenzylamino)-4-oxo-1,6-diphenylhex-2-ene; 5S-2-Amino-5-dibenzylamino-4-oxo-1,6-diphenylhex-2-ene

Database IDs

• CAS Number: 156732-13-7
• PubChem SID: 162254130
• PubChem CID: 10049917

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.693242
• LogD (pH = 7.4): 6.474582
• Log P: 6.9291806
• Molar Refractivity: 146.6829 cm^3
• Polarizability: 56.47881 Å^3
• Polar Surface Area: 46.33 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Light Yellow Crystalline Solid

DETAILS

Toronto Research Chemicals - A604475

An intermediate in the synthesis of Ritonavir.

REFERENCES

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