1-[5-hydroxy(1,1,2,2,3,3-2H6)hexyl]-3-methyl-7-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 171197
• Molecular Formular: C15H24N4O3
• Molecular Mass: 308.37606
• Monoisotopic Mass: 308.18484065
• SMILES: c1(=O)n(c(=O)n(c2c1n(cn2)CCC)C)CCCCC(O)C
• Canonical SMILES: CCCn1cnc2c1c(=O)n(CCCCC(O)C)c(=O)n2C
• InChI: InChI=1S/C15H24N4O3/c1-4-8-18-10-16-13-12(18)14(21)19(15(22)17(13)3)9-6-5-7-11(2)20/h10-11,20H,4-9H2,1-3H3
• InChIKey: CERFGCPAKWKZEK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[5-hydroxy(1,1,2,2,3,3-^2H₆)hexyl]-3-methyl-7-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 1-[5-hydroxy(1,1,2,2,3,3-^2H₆)hexyl]-3-methyl-7-propylpurine-2,6-dione
• Synonyms: 3,7-Dihydro-1-(5-hydroxyhexyl-d6)-3-methyl-7-propyl-1H-purine-2,6-dione; A 720287-d6; rac 5-Hydroxy Propentofylline-d6

Database IDs

• PubChem SID: 164227107
• PubChem CID: 71749296

CALCULATED PROPERTIES

• Acid pKa: 17.683033
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0820487
• LogD (pH = 7.4): 1.0820489
• Log P: 1.0820489
• Molar Refractivity: 83.9259 cm^3
• Polarizability: 31.315392 Å^3
• Polar Surface Area: 78.67 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H952487

A hydroxy labelled metabolite of Propentofylline (P768700).

REFERENCES

• Andine, P., et al.: Br. J. Pharmacol., 100, 814 (1990)
• Fredholm, B., et al.: J. Neurochem., 62, 563 (1990)
• Grome, J., et al.: Brain Res., 740, 41 (1990)