ChemSpider 2D Image | Fexinidazole | C12H13N3O3S

Fexinidazole

  • Molecular FormulaC12H13N3O3S
  • Average mass279.315 Da
  • Monoisotopic mass279.067749 Da
  • ChemSpider ID62032

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

1H-Imidazole, 1-methyl-2-[[4-(methylthio)phenoxy]methyl]-5-nitro- [ACD/Index Name]
1-Methyl-2-((p-(methylthio)phenoxy)methyl)-5-nitroimidazole
1-Methyl-2-{[4-(methylsulfanyl)phenoxy]methyl}-5-nitro-1H-imidazol [German] [ACD/IUPAC Name]
1-Methyl-2-{[4-(methylsulfanyl)phenoxy]methyl}-5-nitro-1H-imidazole [ACD/IUPAC Name]
1-Méthyl-2-{[4-(méthylsulfanyl)phénoxy]méthyl}-5-nitro-1H-imidazole [French] [ACD/IUPAC Name]
306ERL82IR
59729-37-2 [RN]
Fexinidazol [Spanish]
Fexinidazole [INN] [Wiki]
Fexinidazole [INN]
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

4142 [DBID]
DS-4574 [DBID]
  • Miscellaneous

    • Target Organs:

      Antiparasitic TargetMol T2112

    • Therapeutical Effect:

      To treat human African trypanosomiasis caused by the parasite Trypanosoma brucei gambiense FDA fexinidazole

    • Bio Activity:

      Anti-infection; MedChem Express HY-13801
      Antiparasitic MedChem Express HY-13801
      antiparasitic TargetMol T2112
      Fexinidazole is a 5-nitroimidazole drug currently in clinical development for the treatment of human sleeping sickness (human African trypanosomiasis [HAT]), caused by infection with species of the protozoan parasite Trypanosoma brucei. ;Target: Antiparasitic;In vivo: Fexinidazole shows dose-related efficacy in the T. b. rhodesiense (STIB900) acute mouse model at intraperitoneal (i.p.) doses of 20 to 50 mg/kg/day and oral (per os [p.o.]) doses of 25 to 100 mg/kg/day given on four consecutive days, with 100 mg/kg/day p.o. being 100% curative. Fexinidazole is shown to be effective in the GVR35 mouse model, which mimics the advanced and fatal stage of the disease, when parasites have disseminated into the brain. [1] MedChem Express HY-13801
      Microbiology & Virology TargetMol T2112

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.3±0.1 g/cm3
Boiling Point: 511.3±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization: 75.3±3.0 kJ/mol
Flash Point: 263.0±27.3 °C
Index of Refraction: 1.629
Molar Refractivity: 74.2±0.5 cm3
#H bond acceptors: 6
#H bond donors: 0
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 2.28
ACD/LogD (pH 5.5): 2.18
ACD/BCF (pH 5.5): 26.52
ACD/KOC (pH 5.5): 363.56
ACD/LogD (pH 7.4): 2.18
ACD/BCF (pH 7.4): 26.52
ACD/KOC (pH 7.4): 363.63
Polar Surface Area: 98 Å2
Polarizability: 29.4±0.5 10-24cm3
Surface Tension: 52.0±7.0 dyne/cm
Molar Volume: 208.9±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) =  2.81
    Log Kow (Exper. database match) =  2.50
       Exper. Ref:  Sangster (1994)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  443.31  (Adapted Stein & Brown method)
    Melting Pt (deg C):  186.12  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.49E-008  (Modified Grain method)
    Subcooled liquid VP: 7.2E-007 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):  48.27
       log Kow used: 2.50 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  20.518 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.40E-011  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.134E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.50  (exp database)
  Log Kaw used:  -8.745  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  11.245
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4414
   Biowin2 (Non-Linear Model)     :   0.2283
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3542  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4135  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1250
   Biowin6 (MITI Non-Linear Model):   0.0022
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.1564
 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):  9.6E-005 Pa (7.2E-007 mm Hg)
  Log Koa (Koawin est  ): 11.245
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0313 
       Octanol/air (Koa) model:  0.0432 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.53 
       Mackay model           :  0.714 
       Octanol/air (Koa) model:  0.775 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  23.9334 E-12 cm3/molecule-sec
      Half-Life =     0.447 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     5.363 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.622 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1696
      Log Koc:  3.229 

 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 = 1.225 (BCF = 16.79)
       log Kow used: 2.50 (expkow database)

 Volatilization from Water:
    Henry LC:  4.4E-011 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.224E+007  hours   (9.266E+005 days)
    Half-Life from Model Lake : 2.426E+008  hours   (1.011E+007 days)

 Removal In Wastewater Treatment:
    Total removal:               3.10  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.99  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       0.000923        10.7         1000       
   Water     16              900          1000       
   Soil      83.8            1.8e+003     1000       
   Sediment  0.132           8.1e+003     0          
     Persistence Time: 1.65e+003 hr

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