3-[(3-hydroxy-2-oxopropyl)amino]-1λ6-thiolane-1,1-dione

• ChemBase ID: 153286
• Molecular Formular: C7H13NO4S
• Molecular Mass: 207.24742
• Monoisotopic Mass: 207.0565289
• SMILES: C1CS(=O)(=O)CC1NCC(=O)CO
• Canonical SMILES: OCC(=O)CNC1CCS(=O)(=O)C1
• InChI: InChI=1S/C7H13NO4S/c9-4-7(10)3-8-6-1-2-13(11,12)5-6/h6,8-9H,1-5H2
• InChIKey: JQQXDZXXSDLRBC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(3-hydroxy-2-oxopropyl)amino]-1λ^6-thiolane-1,1-dione
• IUPAC Traditional name: 3-[(3-hydroxy-2-oxopropyl)amino]-1λ^6-thiolane-1,1-dione
• Synonyms: N-(Tetrahydro-1,1-dioxido-3-thienyl)-glycine; JFD01307SC

Database IDs

• CAS Number: 51070-56-5
• PubChem SID: 162247425
• PubChem CID: 71311636

CALCULATED PROPERTIES

• Acid pKa: 13.810161
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.5264099
• LogD (pH = 7.4): -2.4825048
• Log P: -2.422434
• Molar Refractivity: 46.5823 cm^3
• Polarizability: 19.415762 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥5 mg/mL at ~60 °C
• Apperance: white to tan powder

Safety Information

• Storage Condition: desiccated
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C6H11NO4S

DETAILS

Sigma Aldrich - SML0193

Biochem/physiol Actions
JFD01307SC is a glutamine synthetase inhibitor and anti-tuberculosis agent. It is believed to act as a mimic of L-Glutamate and thus target enzymes involved in glutamine biosynthesis. JFD01307SC showed activity against M. tuberculosis with MIC in the range of 8 to 16 μg/ml.