(2S)-N-cyclohexyl-2-[(2R)-3-(4-methoxyphenyl)-2-methyl-2-(phenylformamido)propanamido]-3-phenylpropanamide

• ChemBase ID: 161144
• Molecular Formular: C33H39N3O4
• Molecular Mass: 541.68046
• Monoisotopic Mass: 541.29405674
• SMILES: C(=O)(NC(C(=O)N[C@H](C(=O)NC1CCCCC1)Cc1ccccc1)(Cc1ccc(cc1)OC)C)c1ccccc1
• Canonical SMILES: COc1ccc(cc1)CC(C(=O)N[C@H](C(=O)NC1CCCCC1)Cc1ccccc1)(NC(=O)c1ccccc1)C
• InChI: InChI=1S/C33H39N3O4/c1-33(23-25-18-20-28(40-2)21-19-25,36-30(37)26-14-8-4-9-15-26)32(39)35-29(22-24-12-6-3-7-13-24)31(38)34-27-16-10-5-11-17-27/h3-4,6-9,12-15,18-21,27,29H,5,10-11,16-17,22-23H2,1-2H3,(H,34,38)(H,35,39)(H,36,37)/t29-,33+/m0/s1
• InChIKey: CCBHAMSLAUWPJD-RYCFQHDISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-cyclohexyl-2-[(2R)-3-(4-methoxyphenyl)-2-methyl-2-(phenylformamido)propanamido]-3-phenylpropanamide
• IUPAC Traditional name: (2S)-N-cyclohexyl-2-[(2R)-3-(4-methoxyphenyl)-2-methyl-2-(phenylformamido)propanamido]-3-phenylpropanamide
• Synonyms: N-Benzoyl-O,α-dimethyl-D-tyrosyl-N-cyclohexyl-L-phenylalaninamide

Database IDs

• CAS Number: 172168-08-0
• PubChem SID: 162255279
• PubChem CID: 46780649

CALCULATED PROPERTIES

• Acid pKa: 12.409582
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 5.3615417
• LogD (pH = 7.4): 5.3615384
• Log P: 5.361542
• Molar Refractivity: 156.0566 cm^3
• Polarizability: 60.49476 Å^3
• Polar Surface Area: 96.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B122200

An intermediate for the preparation of D-α-Methyltyrosine.

REFERENCES

• Obrecht, D., et al.: Helv. Chim. Acta, 78, 1567 (1995).