ChemSpider 2D Image | 4-(4-fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)imidazole | C20H14FN3O

4-(4-fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)imidazole

  • Molecular FormulaC20H14FN3O
  • Average mass331.343 Da
  • Monoisotopic mass331.112091 Da
  • ChemSpider ID10739553

More details:

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

152121-30-7 [RN]
4-(4-(4-fluorophenyl)-5-(pyridin-4-yl)-2H-imidazol-2-yl)phenol
4-(4-Fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)-1H-imidazole
4-(4-fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)imidazole
4-[4-(4-Fluorophenyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]phenol [ACD/IUPAC Name]
4-[4-(4-Fluorophényl)-5-(4-pyridinyl)-1H-imidazol-2-yl]phénol [French] [ACD/IUPAC Name]
4-[4-(4-Fluorophenyl)-5-(pyridin-4-yl)-1H-imidazol-2-yl]phenol
4-[4-(4-Fluorphenyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]phenol [German] [ACD/IUPAC Name]
4-[5-(4-Fluorophenyl)-4-(pyridin-4-yl)-1H-imidazol-2-yl]phenol
MFCD00941964 [MDL number]
More...

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

PVX798P8GI [DBID]
SB 202190 [DBID]
SB-202190 [DBID]
CCRIS 4693 [DBID]
S7067_SIGMA [DBID]
UNII:PVX798P8GI [DBID]
  • References
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Safety:

      Sold with the permission of GlaxoSmithKline Tocris Bioscience 1264

    • Chemical Class:

      A member of the class of imidazoles that is 1<element>H</element>-imidazole in which the hydrogens at positions 2, 4, and 5 are replaced by 4-hydroxyphenyl, pyridin-4-yl, and 4-fluorophenyl groups, re spectively. It is a widely used inhibitor of mitogen-activated protein kinase (MAPK) <greek>alpha</greek> and <greek>beta</greek>. ChEBI CHEBI:79090
      A member of the class of imidazoles that is 1H-imidazole in which the hydrogens at positions 2, 4, and 5 are replaced by 4-hydroxyphenyl, pyridin-4-yl, and 4-fluorophenyl groups, respectively. It is a widely used inhibitor of mitogen-activated protein kinase (MAPK) alpha and beta. ChEBI CHEBI:79090

    • Bio Activity:

      <p>Potent ATP competitive p38 MAPK inhibitor (IC<sub>50</sub> values are 50 and 100 nM for p38&alpha; and p38&beta; respectively).</p> <p>It inhibits TNF, IL-1 and CK1 (approx IC<sub>50</sub> = 0.6 &mu;M) and therefore inhibits CREB phosphorylation. It exhibits little or no activity at CK2.</p> <p>It displays anti-inflammatory properties and induces apoptosis.</p> <p>It can also be used as a 3D growth matrix component, promotes long-term organoid growth and can be used in production of gastric organoids.</p> <p>Also promotes stability of human pluripotent stem cells.</p> Hello Bio HB1301
      A highly selective, potent and cell-permeable inhibitor of p38 MAP kinase. Binds within the ATP pocket of the active kinase (Kd = 38 nM, as measured in recombinant human p38), and selectively inhibits the p38? and ? isoforms (IC50 = 50 and 100 nM at SAPK2a/p38 and SAPK2b/p38?2 respectively). Promotes stability of naive human pluripotent stem cells in culture. Also available as part of the MAPK Inhibitor Tocriset?. Tocris Bioscience 1264
      A highly selective, potent and cell-permeable inhibitor of p38 MAP kinase. Binds within the ATP pocket of the active kinase (Kd = 38 nM, as measured in recombinant human p38), and selectively inhibits the p38alpha and beta isoforms (IC50 = 50 and 100 nM at SAPK2a/p38 and SAPK2b/p38beta2 respectively). Promotes stability of naive human pluripotent stem cells in culture. Also available as part of the MAPK Inhibitor Tocriset?. Tocris Bioscience 1264
      A highly selective, potent and cell-permeable inhibitor of p38 MAP kinase. Binds within the ATP pocket of the active kinase (Kd = 38 nM, as measured in recombinant human p38), and selectively inhibits the p38? and ? isoforms (IC50 = 50 and 100 nM at SAPK2a/p38 and SAPK2b/p38?2 respectively). Promotes stability of naive human pluripotent stem cells in culture. Also available as part of the MAPK Inh ibitor Tocriset™. Tocris Bioscience 1264
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB1301
      Enzymes Tocris Bioscience 1264
      Enzymes/Kinase/MAPK/p38 MAPK Hello Bio HB1301
      Kinases Tocris Bioscience 1264
      MAPK MedChem Express HY-10295
      MAPK ; MedChem Express HY-10295
      MAPK Family Tocris Bioscience 1264
      p38 MAPK MedChem Express HY-10295
      Potent ATP competitive p38 MAPK inhibitor Hello Bio HB1301
      Potent ATP competitive p38 MAPK inhibitor (IC<sub>50</sub> values are 50 and 100 nM for p38&alpha; and p38&beta; respectively). Inhibits TNF, IL-1 and CK1 (approx IC<sub>50</sub> = 0.6 &mu;M) therefore inhibits CREB phosphorylation. Exhibits little or no activity at CK2. Displays anti-inflammatory properties and induces apoptosis. Hello Bio HB1301
      Potent, selective inhibitor of p38 MAPK Tocris Bioscience 1264
      SB 202190 is a highly selective, potent and cell-permeable inhibitor of p38 MAP kinase with IC50 values of 50 nM and 100 nM for p38? and p38? respectively; also showed slightly weaker activity for BRD4 (Kd=3.4 uM).; IC50 value: 50 nM (p38?); 100 nM (p38?) [1]; in vitro: SB202190 binds within the ATP pocket of the active kinase (Kd = 38 nM, as measured in recombinant human p38), and selectively inhibits the p38? and ? isoforms (IC50 = 50 and 100 nM at SAPK2a/p38 and SAPK2b/p38?2 respectively) [1]. MedChem Express HY-10295

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

Density: 1.3±0.1 g/cm3
Boiling Point: 565.7±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.6 mmHg at 25°C
Enthalpy of Vaporization: 88.1±3.0 kJ/mol
Flash Point: 295.9±30.1 °C
Index of Refraction: 1.653
Molar Refractivity: 92.5±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 5.00
ACD/LogD (pH 5.5): 4.06
ACD/BCF (pH 5.5): 715.65
ACD/KOC (pH 5.5): 3810.29
ACD/LogD (pH 7.4): 4.07
ACD/BCF (pH 7.4): 723.07
ACD/KOC (pH 7.4): 3849.81
Polar Surface Area: 62 Å2
Polarizability: 36.7±0.5 10-24cm3
Surface Tension: 58.0±3.0 dyne/cm
Molar Volume: 252.7±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) =  3.88

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  595.06  (Adapted Stein & Brown method)
    Melting Pt (deg C):  257.00  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.34E-014  (Modified Grain method)
    Subcooled liquid VP: 7.99E-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):  14.74
       log Kow used: 3.88 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.46658 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.70E-016  atm-m3/mole
   Group Method:   1.69E-018  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  6.921E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.88  (KowWin est)
  Log Kaw used:  -13.957  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.837
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.2590
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.9022  (months      )
   Biowin4 (Primary Survey Model) :   3.4041  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1269
   Biowin6 (MITI Non-Linear Model):   0.0001
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4127
 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):  1.07E-009 Pa (7.99E-012 mm Hg)
  Log Koa (Koawin est  ): 17.837
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.82E+003 
       Octanol/air (Koa) model:  1.69E+005 
   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 =  62.3366 E-12 cm3/molecule-sec
      Half-Life =     0.172 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.059 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   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    :  1.403E+006
      Log Koc:  6.147 

 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 = 2.289 (BCF = 194.7)
       log Kow used: 3.88 (estimated)

 Volatilization from Water:
    Henry LC:  2.7E-016 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.947E+012  hours   (1.645E+011 days)
    Half-Life from Model Lake : 4.306E+013  hours   (1.794E+012 days)

 Removal In Wastewater Treatment:
    Total removal:              24.90  percent
    Total biodegradation:        0.28  percent
    Total sludge adsorption:    24.62  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       0.000247        4.12         1000       
   Water     8.65            1.44e+003    1000       
   Soil      89.4            2.88e+003    1000       
   Sediment  1.93            1.3e+004     0          
     Persistence Time: 2.9e+003 hr

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