(2S)-2-acetamido-3-[(3-ethoxy-2-methyl-3-oxopropyl)sulfanyl]propanoic acid

• ChemBase ID: 159196
• Molecular Formular: C11H19NO5S
• Molecular Mass: 277.33726
• Monoisotopic Mass: 277.09839371
• SMILES: [C@H](CSCC(C)C(=O)OCC)(NC(=O)C)C(=O)O
• Canonical SMILES: CCOC(=O)C(CSC[C@H](C(=O)O)NC(=O)C)C
• InChI: InChI=1S/C11H19NO5S/c1-4-17-11(16)7(2)5-18-6-9(10(14)15)12-8(3)13/h7,9H,4-6H2,1-3H3,(H,12,13)(H,14,15)/t7?,9-/m1/s1
• InChIKey: ATCRJIDPUIPCAG-NHSZFOGYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-3-[(3-ethoxy-2-methyl-3-oxopropyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2S)-2-acetamido-3-[(3-ethoxy-2-methyl-3-oxopropyl)sulfanyl]propanoic acid
• Synonyms: N-Acetyl-3-(2-carboxypropyl)thio]alanine Ethyl Ester; N-Acetyl-S-(2-carboxypropyl)-L-cysteine Ethyl Ester (Mixture of Diastereomers)

Database IDs

• PubChem SID: 162253331
• PubChem CID: 71312854

CALCULATED PROPERTIES

• Acid pKa: 3.6709387
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.4942803
• LogD (pH = 7.4): -2.9843473
• Log P: 0.33260283
• Molar Refractivity: 67.2438 cm^3
• Polarizability: 26.669018 Å^3
• Polar Surface Area: 92.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Light Yellow Oil

DETAILS

Toronto Research Chemicals - A172020

Intermediate in the preparation of S-(2-Carboxypropyl)glutathione metabolites.