1-nitroso(2,5,5-2H3)pyrrolidine-2-carboxylic acid

• ChemBase ID: 175509
• Molecular Formular: C5H8N2O3
• Molecular Mass: 144.12862
• Monoisotopic Mass: 144.05349213
• SMILES: C1CC(N(C1)N=O)C(=O)O
• Canonical SMILES: O=NN1CCCC1C(=O)O
• InChI: InChI=1S/C5H8N2O3/c8-5(9)4-2-1-3-7(4)6-10/h4H,1-3H2,(H,8,9)
• InChIKey: WLKPHJWEIIAIFW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-nitroso(2,5,5-^2H₃)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-nitroso(2,5,5-^2H₃)pyrrolidine-2-carboxylic acid
• Synonyms: 1-Nitroso-D,L-proline-d3; NSC 109546-d3; N-Nitroso-D,L-proline-d3

Database IDs

• PubChem SID: 164231419
• PubChem CID: 71751145

CALCULATED PROPERTIES

• Acid pKa: 3.73295
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.697471
• LogD (pH = 7.4): -3.1844702
• Log P: 0.013406265
• Molar Refractivity: 33.4214 cm^3
• Polarizability: 12.385032 Å^3
• Polar Surface Area: 69.97 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N545452

A labelled nitrosoamino acid with oncogenic activity.

REFERENCES

• Nagasawa, H.T., et al.: J. Med. Chem., 16, 583 (1973)