(2R)-2-acetamido-3-[(2-acetamidoethyl)sulfanyl]propanoic acid

• ChemBase ID: 159070
• Molecular Formular: C9H16N2O4S
• Molecular Mass: 248.29934
• Monoisotopic Mass: 248.083078
• SMILES: C(CSC[C@H](NC(=O)C)C(=O)O)NC(=O)C
• Canonical SMILES: CC(=O)NCCSC[C@@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C9H16N2O4S/c1-6(12)10-3-4-16-5-8(9(14)15)11-7(2)13/h8H,3-5H2,1-2H3,(H,10,12)(H,11,13)(H,14,15)/t8-/m0/s1
• InChIKey: OVFGKWDBDOHQND-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-3-[(2-acetamidoethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-acetamido-3-[(2-acetamidoethyl)sulfanyl]propanoic acid
• Synonyms: L-3-[(2-Acetamidoethyl)thio]-N-acetylalanine; N-Acetyl-S-(2-acetylaminoethyl)-L-cysteine

Database IDs

• CAS Number: 25515-72-4
• PubChem SID: 162253205
• PubChem CID: 29970632

CALCULATED PROPERTIES

• Acid pKa: 3.8669467
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.1997025
• LogD (pH = 7.4): -4.792484
• Log P: -1.5621262
• Molar Refractivity: 59.9152 cm^3
• Polarizability: 23.440836 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A168040

A S-substituted L-cysteine derivative used for the manufacture of a topical medicament or a cosmetic agent useful to improve conditions and to alleviate the symtoms of dermatologic disorders related to the impairment of lipid metabolism, suitable for the

REFERENCES

• Rine, J., et al.: New Biol., 2, 219 (1990)
• Perrey, D.A., et al.: Bioorg. Med. Chem. Lett., 10, 547 (1990)