benzyl 2-{2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamido}-3-phenylpropanoate

• ChemBase ID: 103757
• Molecular Formular: C28H37N3O5S
• Molecular Mass: 527.67548
• Monoisotopic Mass: 527.2453923
• SMILES: CSCCC(NC=O)C(=O)NC(CC(C)C)C(=O)NC(Cc1ccccc1)C(=O)OCc1ccccc1
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NC(C(=O)OCc1ccccc1)Cc1ccccc1)CC(C)C)NC=O
• InChI: InChI=1S/C28H37N3O5S/c1-20(2)16-24(30-26(33)23(29-19-32)14-15-37-3)27(34)31-25(17-21-10-6-4-7-11-21)28(35)36-18-22-12-8-5-9-13-22/h4-13,19-20,23-25H,14-18H2,1-3H3,(H,29,32)(H,30,33)(H,31,34)
• InChIKey: JLPUHKTWXUMQGL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl 2-{2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamido}-3-phenylpropanoate
• IUPAC Traditional name: benzyl 2-{2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamido}-3-phenylpropanoate
• Synonyms: N-FORMYL-MET-LEU-PHE BENZYL ESTER; N-Formyl-Met-Leu-Phe benzyl ester

Database IDs

• CAS Number: 70637-32-0
• MDL Number: MFCD00057575
• PubChem SID: 24894911; 162090435
• PubChem CID: 3377133

CALCULATED PROPERTIES

• Acid pKa: 12.044544
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.5506303
• LogD (pH = 7.4): 3.550622
• Log P: 3.5506306
• Molar Refractivity: 144.8084 cm^3
• Polarizability: 56.842705 Å^3
• Polar Surface Area: 113.6 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - F6758

Amino Acid Sequence
NFor-Met-Leu-Phe-Obzl

REFERENCES

• Freer, R.J., et al., Biochemistry, 21: 257 (1982).