2-[2-({[(2-oxothiolan-3-yl)carbamoyl]methyl}sulfanyl)acetamido]-4-sulfanylbutanoic acid

• ChemBase ID: 168152
• Molecular Formular: C12H18N2O5S3
• Molecular Mass: 366.47672
• Monoisotopic Mass: 366.03778469
• SMILES: S1CCC(C1=O)NC(=O)CSCC(=O)NC(C(=O)O)CCS
• Canonical SMILES: OC(=O)C(NC(=O)CSCC(=O)NC1CCSC1=O)CCS
• InChI: InChI=1S/C12H18N2O5S3/c15-9(13-7(1-3-20)11(17)18)5-21-6-10(16)14-8-2-4-22-12(8)19/h7-8,20H,1-6H2,(H,13,15)(H,14,16)(H,17,18)
• InChIKey: XVAYIXNOHKGFJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({[(2-oxothiolan-3-yl)carbamoyl]methyl}sulfanyl)acetamido]-4-sulfanylbutanoic acid
• IUPAC Traditional name: 2-[2-({[(2-oxothiolan-3-yl)carbamoyl]methyl}sulfanyl)acetamido]-4-sulfanylbutanoic acid
• Synonyms: 2-[N-3-[2-(Oxotetrahydro)thienyl]acetimido]-N-(carboxymethylthioacetyl)homcysteine; [2-[[2-Oxo-2-[(tetrahydro-2-oxo-3-thienyl)amino]ethyl]thio]acetyl]homocysteine; Erdosteine RV 201; Erdosteine Homocysteine Impurity (Erdosteine RV201)

Database IDs

• PubChem SID: 162262284
• PubChem CID: 71316398

CALCULATED PROPERTIES

• Acid pKa: 3.6444402
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.775845
• LogD (pH = 7.4): -4.251036
• Log P: -0.92336804
• Molar Refractivity: 87.6504 cm^3
• Polarizability: 34.511086 Å^3
• Polar Surface Area: 112.57 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E596070

An impurity of the mucolytic Erdosteine (E596050).