Sildenafil C22H30N6O4S structure Flashcard

Molecular FormulaC22H30N6O4S
Average mass474.576 Da
Density1.4±0.1 g/cm3
Boiling Point
Flash Point
Molar Refractivity126.0±0.5 cm3
Polarizability50.0±0.5 10-24cm3
Surface Tension54.5±7.0 dyne/cm
Molar Volume339.4±7.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Predicted – Mcule
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      189.5 °C Jean-Claude Bradley Open Melting Point Dataset 16329
      188-190 °C (Decomposes) LabNetwork LN01302766
    • Experimental Solubility:

      100 mM in DMSO? 100 mM in ethanol ? MedChem Express HY-15025
      Soluble to 100 mM in DMSO Tocris Bioscience 3784
  • Miscellaneous
    • Toxicity:

      Xn – Harmful Tocris Bioscience 3784
    • Target Organs:

      PDE inhibitor TargetMol T1164
    • Chemical Class:

      Phosphodiesterases Tocris Bioscience 3784
    • Bio Activity:

      Metabolic Enzyme/Protease; MedChem Express HY-15025
      Metabolism TargetMol T1164
      Orally active, potent PDE5 inhibitor Tocris Bioscience 3784
      Others MedChem Express HY-15025
      PDE MedChem Express HY-15025
      PDE5, PDE6 TargetMol T1164
      Sildenafil, one of the selective phosphodiesterase-5 (PDE5) inhibitors(IC50= 5.22 nM), is considered the best treatment for erectile dysfunction. MedChem Express
      Sildenafil, one of the selective phosphodiesterase-5 (PDE5) inhibitors(IC50= 5.22 nM), is considered the best treatment for erectile dysfunction.; IC50 Value: 5.22 nM [1]; Target: PDE 5; in vitro: Pretreatment with 1 umol/L sildenafil potentiated the phosphorylation of ERK1/ERK2, an increase in the percentage of cells in S phase and cell proliferation, compared with serotonin stimulation alone (P < 0.05) [2]. MedChem Express HY-15025
      Sildenafil, one of the selective phosphodiesterase-5 (PDE5) inhibitors(IC50= 5.22 nM), is considered the best treatment for erectile dysfunction.;IC50 Value: 5.22 nM [1];Target: PDE 5;In vitro: Pretreatment with 1 umol/L sildenafil potentiated the phosphorylation of ERK1/ERK2, an increase in the percentage of cells in S phase and cell proliferation, compared with serotonin stimulation alone (P < 0.05) [2]. pretreatment of cells with sildenafilsuppressed serotonin-triggered activation of calcineurin/NFATc2 signaling pathway and resultant cyclin A expression, CDK2 activation and cell proliferation, while the presence of DT-3 [a specific protein kinase G (PKG) peptide inhibitor] reversed the effects of sildenafil on PASMCs [4].;In vivo: Sildenafil at a dose ranging from 10 to 40mg/kg statistically increased psychomotor seizure threshold in mice. Moreover, sildenafil enhanced the anticonvulsant action of all the studied AEDs in this test [3]. Administration of oral sildenafil (45 mg? MedChem Express HY-15025
  • Gas Chromatography
    • Retention Index (Kovats):

      4135 (estimated with error: 89) NIST Spectra mainlib_332383, replib_335370

Predicted data is generated using the ACD/Labs Percepta Platform – PhysChem Module

Density: 1.4±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.665
Molar Refractivity: 126.0±0.5 cm3
#H bond acceptors: 10
#H bond donors: 1
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 1
ACD/LogP: 2.27
ACD/LogD (pH 5.5): 1.18
ACD/BCF (pH 5.5): 3.26
ACD/KOC (pH 5.5): 53.44
ACD/LogD (pH 7.4): 1.79
ACD/BCF (pH 7.4): 13.46
ACD/KOC (pH 7.4): 221.07
Polar Surface Area: 118 Å2
Polarizability: 50.0±0.5 10-24cm3
Surface Tension: 54.5±7.0 dyne/cm
Molar Volume: 339.4±7.0 cm3

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™

 
 Log Octanol-Water Partition Coef (SRC):
 Log Kow (KOWWIN v1.67 estimate) = 2.30

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 724.65 (Adapted Stein & Brown method)
 Melting Pt (deg C): 317.54 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 1.85E-017 (Modified Grain method)
 Subcooled liquid VP: 3.63E-014 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
 Water Solubility at 25 deg C (mg/L): 11.34
 log Kow used: 2.30 (estimated)
 no-melting pt equation used

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 458.8 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
 Class(es) found:
 Aliphatic Amines

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 7.22E-021 atm-m3/mole
 Group Method: Incomplete
 Henrys LC [VP/WSol estimate using EPI values]: 1.019E-018 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 2.30 (KowWin est)
 Log Kaw used: -18.530 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 20.830
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 0.2692
 Biowin2 (Non-Linear Model) : 0.0065
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 1.6277 (recalcitrant)
 Biowin4 (Primary Survey Model) : 2.7752 (weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : -0.5987
 Biowin6 (MITI Non-Linear Model): 0.0001
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): -1.4930
 Ready Biodegradability Prediction: NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
 Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
 Vapor pressure (liquid/subcooled): 4.84E-012 Pa (3.63E-014 mm Hg)
 Log Koa (Koawin est ): 20.830
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 6.2E+005 
 Octanol/air (Koa) model: 1.66E+008 
 Fraction sorbed to airborne particulates (phi):
 Junge-Pankow model : 1 
 Mackay model : 1 
 Octanol/air (Koa) model: 1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
 Hydroxyl Radicals Reaction:
 OVERALL OH Rate Constant = 160.2907 E-12 cm3/molecule-sec
 Half-Life = 0.067 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 0.801 Hrs
 Ozone Reaction:
 No Ozone Reaction Estimation
 Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
 Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
 Koc : 9.344E+004
 Log Koc: 4.971 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
 Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
 Log BCF from regression-based method = 1.070 (BCF = 11.74)
 log Kow used: 2.30 (estimated)

 Volatilization from Water:
 Henry LC: 7.22E-021 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 1.767E+017 hours (7.361E+015 days)
 Half-Life from Model Lake : 1.927E+018 hours (8.03E+016 days)

 Removal In Wastewater Treatment:
 Total removal: 2.64 percent
 Total biodegradation: 0.10 percent
 Total sludge adsorption: 2.54 percent
 Total to Air: 0.00 percent
 (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
 Mass Amount Half-Life Emissions
 (percent) (hr) (kg/hr)
 Air 1.55e-006 1.6 1000 
 Water 16 4.32e+003 1000 
 Soil 83.9 8.64e+003 1000 
 Sediment 0.1 3.89e+004 0 
 Persistence Time: 3.96e+003 hr




 

Click to predict properties on the Chemicalize site

  • 1-Click Docking
  • 1-Click Scaffold Hop

Get instant access to
all materials

Become a Member