(2R)-2-(2H3)acetamido-3-[(methylcarbamoyl)sulfanyl]propanoic acid

• ChemBase ID: 159361
• Molecular Formular: C7H12N2O4S
• Molecular Mass: 220.24618
• Monoisotopic Mass: 220.05177787
• SMILES: N(C(=O)SC[C@H](NC(=O)C)C(=O)O)C
• Canonical SMILES: CNC(=O)SC[C@@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C7H12N2O4S/c1-4(10)9-5(6(11)12)3-14-7(13)8-2/h5H,3H2,1-2H3,(H,8,13)(H,9,10)(H,11,12)/t5-/m0/s1
• InChIKey: MXRPNYMMDLFYDL-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(^2H₃)acetamido-3-[(methylcarbamoyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-(^2H₃)acetamido-3-[(methylcarbamoyl)sulfanyl]propanoic acid
• Synonyms: S-(N-Methylcarbamoyl)-N-(acetyl-d3)cysteine; N-Acetyl-d3-S-(N-methylcarbamoyl)-L-cysteine

Database IDs

• PubChem SID: 162253496
• PubChem CID: 46780036

CALCULATED PROPERTIES

• Acid pKa: 3.5701087
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.90476
• LogD (pH = 7.4): -4.3338146
• Log P: -0.98057467
• Molar Refractivity: 50.7086 cm^3
• Polarizability: 19.84878 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A186627

A urinary metabolite of the hepatotoxic experimental antitumour agent N-Methylformamide (NSC 3051) in mouse, rat and man.

REFERENCES

• Kestell, P., et al.: Biochem. Pharmacol., 35, 14, 2283 (1986)