ChemSpider 2D Image | Salubrinal | C21H17Cl3N4OS

Salubrinal

  • Molecular FormulaC21H17Cl3N4OS
  • Average mass479.810 Da
  • Monoisotopic mass478.018860 Da
  • ChemSpider ID4654442
  • Double-bond stereo - Double-bond stereo


More details:






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

(2E)-3-Phényl-N-{2,2,2-trichloro-1-[(8-quinoléinylcarbamothioyl)amino]éthyl}acrylamide [French] [ACD/IUPAC Name]
(2E)-3-Phenyl-N-{2,2,2-trichloro-1-[(8-quinolinylcarbamothioyl)amino]ethyl}acrylamide [ACD/IUPAC Name]
(2E)-3-Phenyl-N-{2,2,2-trichloro-1-[(quinolin-8-ylcarbamothioyl)amino]ethyl}acrylamide
(2E)-3-phenyl-N-{2,2,2-trichloro-1-[(quinolin-8-ylcarbamothioyl)amino]ethyl}prop-2-enamide
(2E)-N-{1-[(8-Chinolinylcarbamothioyl)amino]-2,2,2-trichlorethyl}-3-phenylacrylamid [German] [ACD/IUPAC Name]
2-Propenamide, 3-phenyl-N-[2,2,2-trichloro-1-[[(8-quinolinylamino)thioxomethyl]amino]ethyl]-, (2E)- [ACD/Index Name]
3-phenyl-N-[2,2,2-trichloro-1-[[(8-quinolinylamino)-sulfanylidenemethyl]amino]ethyl]-2-propenamide
405060-95-9 [RN]
Salubrinal [Wiki]
(2E)-3-phenyl-N-(2,2,2-trichloro-1-{[(8-quinolylamino)thioxomethyl]amino}ethyl)prop-2-enamide
More...

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

BAS 00247559 [DBID]
CCRIS 4693 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Chemical Class:

      A member of the class of quinolines that is a mixed aminal resulting from the formal condensation oftrichloroacetaldehyde with the amide nitrogen of <ital>trans</ital>-cinnamamide and the primary amin o group of 1-quinolin-8-ylthiourea. It is a selective inhibitor of cellular complexes that dephosphorylate eukaryotic translation initiation factor 2 subunit <greek>alpha</greek> (eIF2<greek>alpha</gr eek>). ChEBI CHEBI:131923
    • Bio Activity:

      Cell-permeable, selective inhibitor of cellular phosphatase complexes that dephosphorylate eukaryotic translation initiation factor 2 subunit ? (eIF2?). Protects cells from endoplasmic reticulum stres s-induced apoptosis (EC50 ~ 15 ?M). Tocris Bioscience 2347
      Cell-permeable, selective inhibitor of cellular phosphatase complexes that dephosphorylate eukaryotic translation initiation factor 2 subunit ? (eIF2?). Protects cells from endoplasmic reticulum stress-induced apoptosis (EC50 ~ 15 ?M). Tocris Bioscience 2347
      Cell-permeable, selective inhibitor of cellular phosphatase complexes that dephosphorylate eukaryotic translation initiation factor 2 subunit alpha (eIF2alpha). Protects cells from endoplasmic reticulum stress-induced apoptosis (EC50 ~ 15 muM). Tocris Bioscience 2347
      Enzymes Tocris Bioscience 2347
      Others MedChem Express HY-15486
      Phosphatases Tocris Bioscience 2347
      Protein Ser/Thr Phosphatases Tocris Bioscience 2347
      Salubrinal is a selective inhibitor of eukaryotic translation initiation factor 2 subunit ? (eIF2?) dephosphorylation.; IC50 value: ; Target: eIF2?; Salubrinal suppressed CdCl2-induced cellular damage and cell death. MedChem Express HY-15486
      Selective inhibitor of eIF2? dephosphorylation Tocris Bioscience 2347
      Selective inhibitor of eIF2alpha dephosphorylation Tocris Bioscience 2347

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

Density: 1.5±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.732
Molar Refractivity: 130.1±0.3 cm3
#H bond acceptors: 5
#H bond donors: 3
#Freely Rotating Bonds: 8
#Rule of 5 Violations: 1
ACD/LogP: 6.21
ACD/LogD (pH 5.5): 5.08
ACD/BCF (pH 5.5): 4249.43
ACD/KOC (pH 5.5): 13760.35
ACD/LogD (pH 7.4): 5.08
ACD/BCF (pH 7.4): 4245.04
ACD/KOC (pH 7.4): 13746.12
Polar Surface Area: 98 Å2
Polarizability: 51.6±0.5 10-24cm3
Surface Tension: 68.8±3.0 dyne/cm
Molar Volume: 325.4±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) =  5.60

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  635.79  (Adapted Stein & Brown method)
    Melting Pt (deg C):  276.03  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.45E-014  (Modified Grain method)
    Subcooled liquid VP: 8.49E-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):  0.01605
       log Kow used: 5.60 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.78668 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.53E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.704E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.60  (KowWin est)
  Log Kaw used:  -15.841  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  21.441
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5494
   Biowin2 (Non-Linear Model)     :   0.0198
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.3208  (recalcitrant)
   Biowin4 (Primary Survey Model) :   3.1160  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3391
   Biowin6 (MITI Non-Linear Model):   0.0001
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.8223
 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):  1.13E-009 Pa (8.49E-012 mm Hg)
  Log Koa (Koawin est  ): 21.441
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.65E+003 
       Octanol/air (Koa) model:  6.78E+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 = 226.6772 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 229.3372 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.566 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.560 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.050000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     2.100000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     1.091 Days (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    13.097 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   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    :  1.204E+006
      Log Koc:  6.081 

 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 = 3.609 (BCF = 4061)
       log Kow used: 5.60 (estimated)

 Volatilization from Water:
    Henry LC:  3.53E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.633E+014  hours   (1.514E+013 days)
    Half-Life from Model Lake : 3.963E+015  hours   (1.651E+014 days)

 Removal In Wastewater Treatment:
    Total removal:              89.42  percent
    Total biodegradation:        0.75  percent
    Total sludge adsorption:    88.67  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       8.55e-007       1.09         1000       
   Water     1.79            4.32e+003    1000       
   Soil      68.5            8.64e+003    1000       
   Sediment  29.7            3.89e+004    0          
     Persistence Time: 1.15e+004 hr




                    

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