[4-({[(2S)-2-amino-3-phenylpropanoyl]oxy}methyl)cyclohexyl]methyl (2S)-2-amino-3-phenylpropanoate

• ChemBase ID: 162398
• Molecular Formular: C26H34N2O4
• Molecular Mass: 438.55916
• Monoisotopic Mass: 438.25185758
• SMILES: N[C@@H](Cc1ccccc1)C(=O)OCC1CCC(COC(=O)[C@@H](N)Cc2ccccc2)CC1
• Canonical SMILES: N[C@H](C(=O)OCC1CCC(CC1)COC(=O)[C@H](Cc1ccccc1)N)Cc1ccccc1
• InChI: InChI=1S/C26H34N2O4/c27-23(15-19-7-3-1-4-8-19)25(29)31-17-21-11-13-22(14-12-21)18-32-26(30)24(28)16-20-9-5-2-6-10-20/h1-10,21-24H,11-18,27-28H2/t21?,22?,23-,24-/m0/s1
• InChIKey: ABYPHTHVGDXHDS-MXXWWZHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-({[(2S)-2-amino-3-phenylpropanoyl]oxy}methyl)cyclohexyl]methyl (2S)-2-amino-3-phenylpropanoate
• IUPAC Traditional name: [4-({[(2S)-2-amino-3-phenylpropanoyl]oxy}methyl)cyclohexyl]methyl (2S)-2-amino-3-phenylpropanoate
• Synonyms: L-Phenylalanine 1,4-Cyclohexanediylbis(methylene) Ester; 1,4-Cyclohexanedimethanol Bis(L-phenylalanine) Ester; Bis-L-phenylalanylcyclohexanedimethanol

Database IDs

• CAS Number: 205654-87-1
• PubChem SID: 162256533
• PubChem CID: 29974374

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.0702742
• LogD (pH = 7.4): 3.73624
• Log P: 4.008173
• Molar Refractivity: 123.6548 cm^3
• Polarizability: 49.56048 Å^3
• Polar Surface Area: 104.64 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid
• Melting Point: 65-70°C

REFERENCES

• Skarja, G.A. and Woodhouse, K.A.: J. Biomater.Sci. Polymer Edn., 9(3)
• 271 (1998)