3-{1-methyl-7-oxo-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-5-yl}-N-[2-(1-methylpyrrolidin-2-yl)ethyl]-4-(2H7)propoxybenzene-1-sulfonamide

• ChemBase ID: 179377
• Molecular Formular: C25H36N6O4S
• Molecular Mass: 516.65614
• Monoisotopic Mass: 516.25187466
• SMILES: c1cc(cc(c1OCCC)c1nc2c(c(=O)[nH]1)n(nc2CCC)C)S(=O)(=O)NCCC1CCCN1C
• Canonical SMILES: CCCOc1ccc(cc1c1nc2c(CCC)nn(c2c(=O)[nH]1)C)S(=O)(=O)NCCC1CCCN1C
• InChI: InChI=1S/C25H36N6O4S/c1-5-8-20-22-23(31(4)29-20)25(32)28-24(27-22)19-16-18(10-11-21(19)35-15-6-2)36(33,34)26-13-12-17-9-7-14-30(17)3/h10-11,16-17,26H,5-9,12-15H2,1-4H3,(H,27,28,32)
• InChIKey: IYFNEFQTYQPVOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{1-methyl-7-oxo-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-5-yl}-N-[2-(1-methylpyrrolidin-2-yl)ethyl]-4-(^2H₇)propoxybenzene-1-sulfonamide
• IUPAC Traditional name: 3-{1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl}-N-[2-(1-methylpyrrolidin-2-yl)ethyl]-4-(^2H₇)propoxybenzenesulfonamide
• Synonyms: 3-(6,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-(1-methyl-2-pyrrolidinyl)ethyl]-4-(propoxy-d7)benzenesulfonamide; DA 8159-d7; Zydena-d7; Udenafil-d7

Database IDs

• CAS Number: 1175992-76-3
• PubChem SID: 164235287
• PubChem CID: 71752880

CALCULATED PROPERTIES

• Acid pKa: 9.070208
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.4836102
• LogD (pH = 7.4): 1.2659689
• Log P: 1.9681323
• Molar Refractivity: 153.5468 cm^3
• Polarizability: 53.794346 Å^3
• Polar Surface Area: 117.92 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - U250502

A labelled oral phosphodiesterase 5 inhibitor used for the treatment of erectile dysfunction.

REFERENCES

• Kim, T. et al.: Br. J. Clin. Pharmacol., 68, 43 (2009)
• Lee, C. et al.: J. Sex Med., 7, 2564 (2009)
• Bae, S.K. et al.: Biomed. Chrom., 22, 939 (2009)