6-amino-2-(2-{2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamido}-3-phenylpropanamido)hexanoic acid

• ChemBase ID: 103758
• Molecular Formular: C27H43N5O6S
• Molecular Mass: 565.72522
• Monoisotopic Mass: 565.29340512
• SMILES: CSCCC(NC=O)C(=O)NC(CC(C)C)C(=O)NC(Cc1ccccc1)C(=O)NC(CCCCN)C(=O)O
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CCCCN)Cc1ccccc1)CC(C)C)NC=O
• InChI: InChI=1S/C27H43N5O6S/c1-18(2)15-22(31-24(34)20(29-17-33)12-14-39-3)25(35)32-23(16-19-9-5-4-6-10-19)26(36)30-21(27(37)38)11-7-8-13-28/h4-6,9-10,17-18,20-23H,7-8,11-16,28H2,1-3H3,(H,29,33)(H,30,36)(H,31,34)(H,32,35)(H,37,38)
• InChIKey: OERILMBTPCSYNG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-(2-{2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamido}-3-phenylpropanamido)hexanoic acid
• IUPAC Traditional name: 6-amino-2-(2-{2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamido}-3-phenylpropanamido)hexanoic acid
• Synonyms: N-FORMYL-MET-LEU-PHE-LYS

Database IDs

• CAS Number: 104180-18-9
• PubChem SID: 162090743
• PubChem CID: 14631849

CALCULATED PROPERTIES

• Acid pKa: 3.661484
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -1.2559131
• LogD (pH = 7.4): -1.2514343
• Log P: -1.2511426
• Molar Refractivity: 150.0363 cm^3
• Polarizability: 58.99326 Å^3
• Polar Surface Area: 179.72 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

REFERENCES

• Freer, R.J., et al., Biochemistry, 19: 2404 (1980).