methyl (2S)-2-(dimethylamino)-3-(2-sulfanylidene-2,3-dihydro-1H-imidazol-4-yl)propanoate

• ChemBase ID: 166490
• Molecular Formular: C9H15N3O2S
• Molecular Mass: 229.2993
• Monoisotopic Mass: 229.08849774
• SMILES: c1(=S)[nH]cc([nH]1)C[C@H](N(C)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H](N(C)C)Cc1c[nH]c(=S)[nH]1
• InChI: InChI=1S/C9H15N3O2S/c1-12(2)7(8(13)14-3)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2,10,11,15)/t7-/m0/s1
• InChIKey: RRTOEEXBIOEGRQ-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-(dimethylamino)-3-(2-sulfanylidene-2,3-dihydro-1H-imidazol-4-yl)propanoate
• IUPAC Traditional name: methyl (2S)-2-(dimethylamino)-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)propanoate
• Synonyms: (S)-α-(Dimethylamino)-2,3-dihydro-2-thioxo-1H-imidazole-4-propanoic Acid Methyl Ester; N,N-Dimethyl-2-mercapto-L-histidine Methyl Ester; N-Desmethyl L-Ergothioneine Methyl Ester

Database IDs

• CAS Number: 162138-71-8
• PubChem SID: 162260623
• PubChem CID: 9991428

CALCULATED PROPERTIES

• Acid pKa: 10.014607
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.052248344
• LogD (pH = 7.4): 0.27443734
• Log P: 0.28169706
• Molar Refractivity: 62.8895 cm^3
• Polarizability: 24.345758 Å^3
• Polar Surface Area: 53.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D292005

Intermediate in the production of L-Ergothioneine