2-amino-4H,8H-imidazo[1,2-a][1,3,5]triazin-4-one

• ChemBase ID: 160923
• Molecular Formular: C5H5N5O
• Molecular Mass: 151.1261
• Monoisotopic Mass: 151.04940981
• SMILES: n1c(nc2n(c1=O)cc[nH]2)N
• Canonical SMILES: Nc1nc(=O)n2c(n1)[nH]cc2
• InChI: InChI=1S/C5H5N5O/c6-3-8-4-7-1-2-10(4)5(11)9-3/h1-2H,(H3,6,7,8,9,11)
• InChIKey: KSTJOICDZAFYTD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4H,8H-imidazo[1,2-a][1,3,5]triazin-4-one
• IUPAC Traditional name: 2-amino-8H-imidazo[1,2-a][1,3,5]triazin-4-one
• Synonyms: 2-Amino-imidazo[1,2-a]-1,3,5-triazin-4(3H)-one; Aminoimidazotriazinone I; 5-Aza-7-deazaguanine

Database IDs

• CAS Number: 67410-64-4
• PubChem SID: 162255058
• PubChem CID: 13465984

CALCULATED PROPERTIES

• Acid pKa: 12.8072405
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.0453622
• LogD (pH = 7.4): -1.0450423
• Log P: -1.0450367
• Molar Refractivity: 35.9661 cm^3
• Polarizability: 13.309339 Å^3
• Polar Surface Area: 83.08 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - A796900

A nitrogenous base able to be used to construct modified nucleosides having antiviral properties

REFERENCES

• Kim, S., et al.: J. Med. Chem., 21, 883 (1978)
• Dukhan, D., et al.: Nucleosides, Nucleotides & Nucleic Acids, 24, 671 (1978)