5-(5-{[(3R,5S)-3,5-dimethyl(2,2,6,6-2H4)piperazin-1-yl]sulfonyl}-2-propoxyphenyl)-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one

• ChemBase ID: 166237
• Molecular Formular: C24H34N6O4S
• Molecular Mass: 502.62956
• Monoisotopic Mass: 502.2362246
• SMILES: c1(nc(=O)c2c([nH]1)c(nn2C)CCC)c1c(ccc(c1)S(=O)(=O)N1C[C@@H](N[C@@H](C1)C)C)OCCC
• Canonical SMILES: CCCOc1ccc(cc1c1nc(=O)c2c([nH]1)c(CCC)nn2C)S(=O)(=O)N1C[C@H](C)N[C@@H](C1)C
• InChI: InChI=1S/C24H34N6O4S/c1-6-8-19-21-22(29(5)28-19)24(31)27-23(26-21)18-12-17(9-10-20(18)34-11-7-2)35(32,33)30-13-15(3)25-16(4)14-30/h9-10,12,15-16,25H,6-8,11,13-14H2,1-5H3,(H,26,27,31)/t15-,16+
• InChIKey: PRMZQGGEMZGWDP-IYBDPMFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(5-{[(3R,5S)-3,5-dimethyl(2,2,6,6-^2H₄)piperazin-1-yl]sulfonyl}-2-propoxyphenyl)-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC Traditional name: 5-{5-[(3R,5S)-3,5-dimethyl(2,2,6,6-^2H₄)piperazin-1-ylsulfonyl]-2-propoxyphenyl}-1-methyl-3-propyl-4H-pyrazolo[4,3-d]pyrimidin-7-one
• Synonyms: rel-5-[5-[[(3R,5S)-3,5-Dimethyl-1-piperazinyl]sulfonyl]-2-propoxyphenyl]-1,6-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidin-7-one-d4; O-Desethyl-O-propyl Methisosildenafil-d4

Database IDs

• PubChem SID: 162260370
• PubChem CID: 71315641

CALCULATED PROPERTIES

• Acid pKa: 6.988252
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.0276204
• LogD (pH = 7.4): 2.2355008
• Log P: 2.177736
• Molar Refractivity: 147.5074 cm^3
• Polarizability: 52.163494 Å^3
• Polar Surface Area: 117.92 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D289497

Labelled O-Desethyl-O-propyl Methisosildenafil, an analogue of the selective type 5 cGMP phosphodiesterase inhibitor, Sildenafil (S435000).