4-{[5-bromo-4,6-dichloro(4,5,6-13C3)pyrimidin-2-yl]amino}benzonitrile

• ChemBase ID: 162843
• Molecular Formular: C11H5BrCl2N4
• Molecular Mass: 346.97216451
• Monoisotopic Mass: 344.91752805
• SMILES: n1[13c]([13c]([13c](nc1Nc1ccc(cc1)C#N)Cl)Br)Cl
• Canonical SMILES: N#Cc1ccc(cc1)Nc1n[13c](Cl)[13c]([13c](n1)Cl)Br
• InChI: InChI=1S/C11H5BrCl2N4/c12-8-9(13)17-11(18-10(8)14)16-7-3-1-6(5-15)2-4-7/h1-4H,(H,16,17,18)/i8+1,9+1,10+1
• InChIKey: IGZKXTGKGMPSTG-SKMPNTIBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[5-bromo-4,6-dichloro(4,5,6-^1^3C₃)pyrimidin-2-yl]amino}benzonitrile
• IUPAC Traditional name: 4-{[5-bromo-4,6-dichloro(4,5,6-^1^3C₃)pyrimidin-2-yl]amino}benzonitrile
• Synonyms: 4-[(5-Bromo-4,6-dichloro-2-pyrimidinyl)amino]benzonitrile-13C3

Database IDs

• PubChem SID: 162256978
• PubChem CID: 71314237

CALCULATED PROPERTIES

• Acid pKa: 12.074254
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.4417396
• LogD (pH = 7.4): 4.441731
• Log P: 4.4417396
• Molar Refractivity: 76.2311 cm^3
• Polarizability: 28.017193 Å^3
• Polar Surface Area: 61.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - B684012

Intermediate in the preparation of HIV replication inhibitors

REFERENCES

• Ludovici, D., et al.: Bioorg. Med. Chem. Lett., 11, 2235 (2001)