3-(carbamoylamino)-2-fluoro(1,2,3-13C3)propanoic acid

• ChemBase ID: 163617
• Molecular Formular: C4H7FN2O3
• Molecular Mass: 153.08634771
• Monoisotopic Mass: 153.05413483
• SMILES: [13CH]([13CH2]NC(=O)N)(F)[13C](=O)O
• Canonical SMILES: NC(=O)N[13CH2][13CH]([13C](=O)O)F
• InChI: InChI=1S/C4H7FN2O3/c5-2(3(8)9)1-7-4(6)10/h2H,1H2,(H,8,9)(H3,6,7,10)/i1+1,2+1,3+1
• InChIKey: FKTHAKABFGARQH-VMIGTVKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(carbamoylamino)-2-fluoro(1,2,3-^1^3C₃)propanoic acid
• IUPAC Traditional name: 3-(carbamoylamino)-2-fluoro(1,2,3-^1^3C₃)propanoic acid
• Synonyms: 3-[(Aminocarbonyl)amino]-2-fluoro-propanoic Acid-13C3; α-Fluoro-β-ureidopropionic Acid-13C3; 2-Fluoro-3-ureidopropionic Acid-13C3; N-Carbamoyl-2-fluoro-β-alanine-13C3

Database IDs

• PubChem SID: 162257752
• PubChem CID: 46780166

CALCULATED PROPERTIES

• Acid pKa: 3.523252
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -3.2185383
• LogD (pH = 7.4): -4.617539
• Log P: -1.2492285
• Molar Refractivity: 28.4694 cm^3
• Polarizability: 11.098191 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (sparingly)
• Apperance: White to Off-White Solid
• Melting Point: 155-156°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C175872

A labelled metabolite of Capecitabine.

REFERENCES

• Arellano, M., ET AL.: Br. J. Cancer, 77, 79 (1998)
• Budman, D., ET AL.: J. Clin. Oncol., 16, 1795 (1998)
• Khanna, R., et al.: Cancer Res., 60, 4725 (1998)
• Charasson, V., et al.: Drug Metab. Dispos., 30, 731 (1998)