(2R)-2-amino-3-{[(2H3)methylcarbamoyl]sulfanyl}propanoic acid

• ChemBase ID: 173458
• Molecular Formular: C5H10N2O3S
• Molecular Mass: 178.2095
• Monoisotopic Mass: 178.04121319
• SMILES: N(C(=O)SC[C@H](N)C(=O)O)C
• Canonical SMILES: CNC(=O)SC[C@@H](C(=O)O)N
• InChI: InChI=1S/C5H10N2O3S/c1-7-5(10)11-2-3(6)4(8)9/h3H,2,6H2,1H3,(H,7,10)(H,8,9)/t3-/m0/s1
• InChIKey: OCFIRCHPJWLACG-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[(^2H₃)methylcarbamoyl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-{[(^2H₃)methylcarbamoyl]sulfanyl}propanoic acid
• Synonyms: S-[(Methyl-d3-amino)carbonyl]-L-cysteine; L-Cysteine Methyl-d3-carbamate (Ester); S-(N-Methyl-d3-carbamoyl)-L-cysteine

Database IDs

• CAS Number: 127633-26-5
• PubChem SID: 164229368
• PubChem CID: 46782208

CALCULATED PROPERTIES

• Acid pKa: 1.925333
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.0597472
• LogD (pH = 7.4): -3.1098733
• Log P: -3.0594873
• Molar Refractivity: 41.2648 cm^3
• Polarizability: 16.415295 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M294492

A labelled metabolite of N-methylformamide and dimethylformamide (hepatotoxic formamides).

REFERENCES

• Scailteur, V., et al.: Toxicology, 29, 221 (1984)
• Kestell, P., et al.: Biochem. Pharmacol., 35, 2283 (1984)
• Slatter, J., et al.: Chem. Res. Toxicol., 4, 157 (1984)