4-amino(4,5,5-2H3,2-15N)-1,2-oxazolidin-3-one

• ChemBase ID: 165278
• Molecular Formular: C3H6N2O2
• Molecular Mass: 103.0853489
• Monoisotopic Mass: 103.03996234
• SMILES: C1C(C(=O)[15NH]O1)N
• Canonical SMILES: NC1CO[15NH]C1=O
• InChI: InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/i5+1
• InChIKey: DYDCUQKUCUHJBH-HOSYLAQJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino(4,5,5-^2H₃,2-^1^5N)-1,2-oxazolidin-3-one
• IUPAC Traditional name: 4-amino(4,5,5-^2H₃,2-^1^5N)-1,2-oxazolidin-3-one
• Synonyms: 4-Amino-3-isoxazolidinone-15N,d3; (+/-)-3-Oxoisooxazolidin-4-amine-15N,d3; DL-Cycloserine-15N,d3; rac Cycloserine-15N,d3

Database IDs

• CAS Number: 1219176-26-7
• PubChem SID: 162259411
• PubChem CID: 71315103

CALCULATED PROPERTIES

• Acid pKa: 4.210087
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.4357781
• LogD (pH = 7.4): -2.4206417
• Log P: -2.4213324
• Molar Refractivity: 21.8488 cm^3
• Polarizability: 9.062646 Å^3
• Polar Surface Area: 64.35 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: >180°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C988802

Labelled Cycloserine. Antibacterial (tuberculostatic).

REFERENCES

• Lamb., J.W., et al.: Anal. Profiles Drug Subs., 1, 53 (1972)
• Gentry-Weeks, C., et al.: J. Biol. Chem., 268, 7298 (1972)
• Alexander, F., et al.: Eur. J. Biochem., 219, 953 (1972)
• Auger, S., et al.: Biochimie, 87, 231 (1972)