2-amino-9-(triphenylmethyl)-6,9-dihydro-3H-purin-6-one

• ChemBase ID: 179321
• Molecular Formular: C24H19N5O
• Molecular Mass: 393.44056
• Monoisotopic Mass: 393.15896025
• SMILES: n1c([nH]c2c(c1=O)ncn2C(c1ccccc1)(c1ccccc1)c1ccccc1)N
• Canonical SMILES: Nc1[nH]c2n(cnc2c(=O)n1)C(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C24H19N5O/c25-23-27-21-20(22(30)28-23)26-16-29(21)24(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-16H,(H3,25,27,28,30)
• InChIKey: JPRZNDHSBUBJNH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-(triphenylmethyl)-6,9-dihydro-3H-purin-6-one
• IUPAC Traditional name: 2-amino-9-(triphenylmethyl)-3H-purin-6-one
• Synonyms: 2-Amino-1,9-dihydro-9-(triphenylmethyl)-6H-purin-6-one; 9N-Trityl Guanine

Database IDs

• CAS Number: 374678-33-8
• PubChem SID: 164235231
• PubChem CID: 15539920

CALCULATED PROPERTIES

• Acid pKa: 7.992647
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.749858
• LogD (pH = 7.4): 4.658457
• Log P: 4.751975
• Molar Refractivity: 117.5383 cm^3
• Polarizability: 43.684597 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Tetrahydrofuran
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T887935

Protected Guanine.

REFERENCES

• Hakimelahi, G., et al.: J. Med. Chem., 44, 3710 (2001)