2-[2-(2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanamido)-4-methylpentanamido]-3-phenylpropanoic acid

• ChemBase ID: 103774
• Molecular Formular: C25H39N3O6S
• Molecular Mass: 509.65866
• Monoisotopic Mass: 509.25595698
• SMILES: CSCCC(NC(=O)OC(C)(C)C)C(=O)NC(CC(C)C)C(=O)NC(Cc1ccccc1)C(=O)O
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NC(C(=O)O)Cc1ccccc1)CC(C)C)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C25H39N3O6S/c1-16(2)14-19(22(30)27-20(23(31)32)15-17-10-8-7-9-11-17)26-21(29)18(12-13-35-6)28-24(33)34-25(3,4)5/h7-11,16,18-20H,12-15H2,1-6H3,(H,26,29)(H,27,30)(H,28,33)(H,31,32)
• InChIKey: GYBXWOPENJVQKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanamido)-4-methylpentanamido]-3-phenylpropanoic acid
• IUPAC Traditional name: 2-(2-{2-[(tert-butoxycarbonyl)amino]-4-(methylsulfanyl)butanamido}-4-methylpentanamido)-3-phenylpropanoic acid
• Synonyms: N-t-BOC-MET-LEU-PHE

Database IDs

• CAS Number: 67247-12-5
• PubChem SID: 162090761
• PubChem CID: 14655142

CALCULATED PROPERTIES

• Acid pKa: 3.993764
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.8867431
• LogD (pH = 7.4): 0.23957457
• Log P: 3.402213
• Molar Refractivity: 135.3464 cm^3
• Polarizability: 53.25754 Å^3
• Polar Surface Area: 133.83 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02152799

A chemotactic peptide antagonist.

REFERENCES

• Freer, R.J., Gross, E. and Meienhofer, J., eds., et al., Peptides, Structure and Biological Function, Proceedings of the Sixth American Peptide Symposium, 749, (1979).