Laquinimod C19H17ClN2O3 structure

Flashcard maker : Lily Taylor

C19H17ClN2O3 structure
Molecular Formula C19H17ClN2O3
Average mass 356.803 Da
Density 1.4±0.1 g/cm3
Boiling Point 484.8±45.0 °C at 760 mmHg
Flash Point 247.0±28.7 °C
Molar Refractivity 96.0±0.3 cm3
Polarizability 38.1±0.5 10-24cm3
Surface Tension 64.3±3.0 dyne/cm
Molar Volume 255.7±3.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Experimental Physico-chemical Properties
    • Experimental Solubility:

      DMSO 78 mg/ml; Water <1 mg/ml MedChem Express HY-13010
      Soluble in DMSO Axon Medchem 1970
  • Miscellaneous
    • Safety:

      5 Axon Medchem 1970
      H303;H313;H317;H333;H334;H335;H373 Axon Medchem 1970
      IRRITANT Matrix Scientific 076084
      no pictogram Axon Medchem 1970
      P101;P102;P103;P260;P262;P263;P264;P270;P280;P304;P312;P340 Axon Medchem 1970
      Warning Axon Medchem 1970
    • Bio Activity:

      Laquinimod (ABR-215062) is a potent immunomodulator. MedChem Express, HY-13010
      Laquinimod (ABR-215062) is a potent immunomodulator. ;IC50 value:;Target: immunomodulatorLaquinimod is a novel oral drug that is currently being evaluated for the treatment of relapsing-remitting (RR) multiple sclerosis (MS).Laquinimod has demonstrated significant activity in suppressing experimental autoimmune encephalomyelitis, an animal model of RRMS. In phase I and II clinical trials, the drug was well tolerated, with some hints of efficacy in small numbers of patients with RRMS. While the mechanism of action of the drug is unknown, it likely involves Th1 to Th2/Th3 immune deviation, promotion of the synthesis and release of neurotrophic factors, and other possible neuroprotective effects. A Phase II study of Laquinimod in active lupus arthritis patients is currently ongoing, if successful, will lead to the approval of the first oral immunomodulatory drug for suppressing multiple sclerosis disease activity. MedChem Express HY-13010
      Others MedChem Express HY-13010

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

Density: 1.4±0.1 g/cm3
Boiling Point: 484.8±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization: 79.0±3.0 kJ/mol
Flash Point: 247.0±28.7 °C
Index of Refraction: 1.674
Molar Refractivity: 96.0±0.3 cm3
#H bond acceptors: 5
#H bond donors: 1
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 2.56
ACD/LogD (pH 5.5): 1.74
ACD/BCF (pH 5.5): 7.36
ACD/KOC (pH 5.5): 78.54
ACD/LogD (pH 7.4): -0.03
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.33
Polar Surface Area: 61 Å2
Polarizability: 38.1±0.5 10-24cm3
Surface Tension: 64.3±3.0 dyne/cm
Molar Volume: 255.7±3.0 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) = 2.52

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 555.75 (Adapted Stein & Brown method)
 Melting Pt (deg C): 238.64 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 1.76E-014 (Modified Grain method)
 Subcooled liquid VP: 3.57E-012 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): 39.5
 log Kow used: 2.52 (estimated)
 no-melting pt equation used

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 15.919 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
 Class(es) found:
 Vinyl/Allyl Alcohols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 6.63E-015 atm-m3/mole
 Group Method: Incomplete
 Henrys LC [VP/WSol estimate using EPI values]: 2.092E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 2.52 (KowWin est)
 Log Kaw used: -12.567 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 15.087
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 1.1024
 Biowin2 (Non-Linear Model) : 0.9856
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 2.2776 (weeks-months)
 Biowin4 (Primary Survey Model) : 3.7128 (days-weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : 0.1872
 Biowin6 (MITI Non-Linear Model): 0.0221
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): -1.2476
 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): 4.76E-010 Pa (3.57E-012 mm Hg)
 Log Koa (Koawin est ): 15.087
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 6.3E+003 
 Octanol/air (Koa) model: 300 
 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 = 38.7976 E-12 cm3/molecule-sec
 Half-Life = 0.276 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 3.308 Hrs
 Ozone Reaction:
 OVERALL Ozone Rate Constant = 2.100000 E-17 cm3/molecule-sec
 Half-Life = 0.546 Days (at 7E11 mol/cm3)
 Half-Life = 13.097 Hrs
 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 : 660.9
 Log Koc: 2.820 

 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 = 1.242 (BCF = 17.47)
 log Kow used: 2.52 (estimated)

 Volatilization from Water:
 Henry LC: 6.63E-015 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 1.668E+011 hours (6.95E+009 days)
 Half-Life from Model Lake : 1.82E+012 hours (7.582E+010 days)

 Removal In Wastewater Treatment:
 Total removal: 3.15 percent
 Total biodegradation: 0.10 percent
 Total sludge adsorption: 3.05 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 0.019 4.4 1000 
 Water 16.5 900 1000 
 Soil 83.4 1.8e+003 1000 
 Sediment 0.14 8.1e+003 0 
 Persistence Time: 1.55e+003 hr


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