3,6-bis[(aminooxy)methyl]piperazine-2,5-dione

• ChemBase ID: 165279
• Molecular Formular: C6H12N4O4
• Molecular Mass: 204.18388
• Monoisotopic Mass: 204.08585488
• SMILES: C1(NC(=O)C(NC1=O)CON)CON
• Canonical SMILES: NOCC1NC(=O)C(NC1=O)CON
• InChI: InChI=1S/C6H12N4O4/c7-13-1-3-5(11)10-4(2-14-8)6(12)9-3/h3-4H,1-2,7-8H2,(H,9,12)(H,10,11)
• InChIKey: LRBJUCSMJGKICJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,6-bis[(aminooxy)methyl]piperazine-2,5-dione
• IUPAC Traditional name: 3,6-bis[(aminooxy)methyl]piperazine-2,5-dione
• Synonyms: 3,6-Bis[(aminooxy)methyl]-2,5-piperazinedione; 2,5-Bis(aminohydroxymethyl)-2,6-diketopiperazine; 2,5-Bis(aminooxymethyl)-3,6-dioxopiperazine; Cycloserine Diketopiperazine; NSC 119130; Cycloserine Diketopiperazine

Database IDs

• CAS Number: 1204-99-5
• PubChem SID: 162259412
• PubChem CID: 84037

CALCULATED PROPERTIES

• Acid pKa: 10.272174
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.8711038
• LogD (pH = 7.4): -2.855499
• Log P: -2.8547752
• Molar Refractivity: 45.8216 cm^3
• Polarizability: 18.125292 Å^3
• Polar Surface Area: 128.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C988810

A Cycloserine dimer as potential impurity of drug Cycloserine (C988800).

REFERENCES

• Perez-Sala, D., et al.: Biochem. Pharmacol., 38,1037 (1989)