2-(2-ethoxy-5-{[4-(2-hydroxyethyl)(2H8)piperazin-1-yl]sulfonyl}phenyl)-5-methyl-7-propyl-3H,4H-imidazo[4,3-f][1,2,4]triazin-4-one

• ChemBase ID: 171442
• Molecular Formular: C23H32N6O5S
• Molecular Mass: 504.60238
• Monoisotopic Mass: 504.21548915
• SMILES: C1CN(CCN1S(=O)(=O)c1ccc(c(c1)c1nn2c(c(=O)[nH]1)c(nc2CCC)C)OCC)CCO
• Canonical SMILES: CCCc1nc(c2n1nc([nH]c2=O)c1cc(ccc1OCC)S(=O)(=O)N1CCN(CC1)CCO)C
• InChI: InChI=1S/C23H32N6O5S/c1-4-6-20-24-16(3)21-23(31)25-22(26-29(20)21)18-15-17(7-8-19(18)34-5-2)35(32,33)28-11-9-27(10-12-28)13-14-30/h7-8,15,30H,4-6,9-14H2,1-3H3,(H,25,26,31)
• InChIKey: KZFHUILKKFVOMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-ethoxy-5-{[4-(2-hydroxyethyl)(^2H₈)piperazin-1-yl]sulfonyl}phenyl)-5-methyl-7-propyl-3H,4H-imidazo[4,3-f][1,2,4]triazin-4-one
• IUPAC Traditional name: 2-{2-ethoxy-5-[4-(2-hydroxyethyl)(^2H₈)piperazin-1-ylsulfonyl]phenyl}-5-methyl-7-propyl-3H-imidazo[4,3-f][1,2,4]triazin-4-one
• Synonyms: 2-[2-Ethoxy-5-[[4-(2-hydroxyethyl)-1-(piperazinyl-d8)]sulfonyl]phenyl]-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one; 4-[[3-(1,4-Dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-1-(piperazine-d8)ethanol; Hydroxy Vardenafil-d8

Database IDs

• PubChem SID: 164227352
• PubChem CID: 71749413

CALCULATED PROPERTIES

• Acid pKa: 8.995999
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.4333072
• LogD (pH = 7.4): 0.04057863
• Log P: 0.061653677
• Molar Refractivity: 133.8385 cm^3
• Polarizability: 50.79756 Å^3
• Polar Surface Area: 129.36 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H995302

Labelled Vardenafil (V098001) derivative as PDE 5 inhibitor.

REFERENCES

• Golankiewicz, B., et al.: J. Med. Chem., 38, 3558 (1995)
• Haning, H., et al.: Bioorg. Med. Chem. Lett., 12, 865 (1995)
• Zhang, K., et al.: Mol. Cell, 15, 279 (1995)