ChemSpider 2D Image | SB 203580 | C21H16FN3OS

SB 203580

  • Molecular FormulaC21H16FN3OS
  • Average mass377.435 Da
  • Monoisotopic mass377.099823 Da
  • ChemSpider ID153453

More details:

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

152121-47-6 [RN]
4-(4-(4-fluorophenyl)-2-(4-(methylsulfinyl)phenyl)-1H-imidazol-5-yl)pyridine
4-(4-fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)-1H-imidazole
4-(4-Fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-5-(4-pyridyl)-1H-imidazole
4-[4-(4-fluorophenyl)-2-(4-methanesulfinylphenyl)-1H-imidazol-5-yl]pyridine
4-[4-(4-fluorophenyl)-2-(4-methylsulfinylphenyl)-1H-imidazol-5-yl]pyridine
4-[5-(4-fluorophenyl)-2-(4-methanesulfinylphenyl)-3H-imidazol-4-yl]pyridine
4-{4-(4-Fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-5-yl}pyridine [ACD/IUPAC Name]
4-{4-(4-Fluorophényl)-2-[4-(méthylsulfinyl)phényl]-1H-imidazol-5-yl}pyridine [French] [ACD/IUPAC Name]
4-{4-(4-Fluorphenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-5-yl}pyridin [German] [ACD/IUPAC Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

SB-203580 [DBID]
2Z5A7553WW [DBID]
AIDS155260 [DBID]
AIDS-155260 [DBID]
AIDS220089 [DBID]
AIDS-220089 [DBID]
Bio1_000256 [DBID]
Bio1_000745 [DBID]
Bio1_001234 [DBID]
CBiol_001970 [DBID]
More...
  • References
  • Experimental Physico-chemical Properties

    • Experimental Solubility:

      DMSO ?92mg/mL Water ?92mg/mL Ethanol ?1.8mg/mL MedChem Express HY-10256
      Soluble in DMSO (25mM) or HCl (100mM, 1eq. HCl) Hello Bio HB1302
      Soluble to 25 mM in DMSO and to 100 mM in 1eq. HCl Tocris Bioscience 1202
  • Miscellaneous

    • Safety:

      Sold with the permission of GlaxoSmithKline Tocris Bioscience 1202

    • Target Organs:

      p38 MAPK inhibitor TargetMol T1764

    • Chemical Class:

      A member of the class of imidazoles carrying 4-methylsulfinylphenyl, 4-pyridyl and 4-fluorophenyl substituents at positions 2, 4 and 5 respectively. An inhibitor of mitogen-activated protein kinase. ChEBI CHEBI:90705

    • Bio Activity:

      Akt p38 MAPK MedChem Express HY-10256
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB1302
      Cell process/Stem cells/Proliferation Hello Bio HB1302
      Enzymes Tocris Bioscience 1202
      Enzymes/Kinase/MAPK/p38 MAPK Hello Bio HB1302
      Kinases Tocris Bioscience 1202
      MAPK MedChem Express HY-10256
      MAPK ; PI3K/Akt/mTOR; MedChem Express HY-10256
      MAPK Family Tocris Bioscience 1202
      MAPK Signaling TargetMol T1764
      p38 MAPK MedChem Express HY-10256
      p38 MAPK; PKB TargetMol T1764
      Potent and selective p38 MAPK inhibitor (IC<sub>50</sub> values are 32.6 and 22.4 nM for active and inactive forms of p38 respectively). Exhibits higher selectivity for p38&alpha; over p38&beta; (IC<sub>50</sub> values are 50 and 500 nM respectively). Inhibits many kinases including tyrosine kinases p56 lck and c-src (IC<sub>50</sub> = 5 &micro;M) and also TNF&alpha;, IL-6, COX-1, COX-2. Also stimulates neural stem cell proliferation. Displays anti-inflammatory properties. Hello Bio HB1302
      Potent, selective p38 MAPK inhibitor. Stimulates neural stem cell proliferation. Hello Bio HB1302
      SB203580(RWJ 64809) is a p38 MAPK inhibitor with IC50 of 0.3-0.5 uM. MedChem Express http://www.medchemexpress.com/sb-203580-hydrochloride.html, HY-10256
      Selective inhibitor of p38 MAPK Tocris Bioscience 1202
      Selective inhibitor of p38 MAPK (IC50 values are 50 and 500 nM for SAPK2a/p38 and SAPK2b/p38?2 respectively). Displays 100-500-fold selectivity over LCK, GSK-3? and PKB?. Shown to inhibit IL-2-induced T cell proliferation, cyclooxygenase-1 and -2, and thromboxane synthase. Enhances clonal growth of skin epithelial progenitor cells; stimulates neural stem cell (NSC) proliferation. Essential component of medium for maintaining stem cells in naive pluripotent state. Part of the MAPK Cascade Inhibitor Tocriset? and MAPK Inhibitor Tocriset?. Water-soluble salt SB 203580 hydrochloride (Cat. No. 1402) also available. Tocris Bioscience 1202
      Selective inhibitor of p38 MAPK (IC50 values are 50 and 500 nM for SAPK2a/p38 and SAPK2b/p38?2 respectively). Displays 100-500-fold selectivity over LCK, GSK-3? and PKB?. Shown to inhibit IL-2-induced T cell proliferation, cyclooxygenase-1 and -2, and thromboxane synthase. Enhances clonal growth of skin epithelial progenitor cells; stimulates neural stem cell (NSC) proliferation. Essential compone nt of medium for maintaining stem cells in naive pluripotent state. Part of the MAPK Cascade Inhibitor Tocriset™ and MAPK Inhibitor Tocriset™. Water-soluble salt SB 203580 hydrochloride (Cat. No. 1402 ) also available. Tocris Bioscience 1202
      Selective inhibitor of p38 MAPK (IC50 values are 50 and 500 nM for SAPK2a/p38 and SAPK2b/p38beta2 respectively). Displays 100-500-fold selectivity over LCK, GSK-3beta and PKBalpha. Shown to inhibit IL-2-induced T cell proliferation, cyclooxygenase-1 and -2, and thromboxane synthase. Enhances clonal growth of skin epithelial progenitor cells; stimulates neural stem cell (NSC) proliferation. Essential component of medium for maintaining stem cells in naive pluripotent state. Available as part of the MAPK Cascade Inhibitor Tocriset? and MAPK Inhibitor Tocriset?. Water-soluble Salt also available. Tocris Bioscience 1202
      Selective inhibitor of p38 MAPK (IC50 values are 50 and 500 nM for SAPK2a/p38 and SAPK2b/p38beta2 respectively). Displays 100-500-fold selectivity over LCK, GSK-3beta and PKBalpha. Shown to inhibit IL-2-induced T cell proliferation, cyclooxygenase-1 and -2, and thromboxane synthase. Enhances clonal growth of skin epithelial progenitor cells; stimulates neural stem cell (NSC) proliferation. Essential component of medium for maintaining stem cells in naive pluripotent state. Part of the MAPK Cascade Inhibitor Tocriset? and MAPK Inhibitor Tocriset?. Water-soluble salt SB 203580 hydrochloride (Cat. No. 1402) also available. Tocris Bioscience 1202

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

Density: 1.4±0.1 g/cm3
Boiling Point: 615.6±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.7 mmHg at 25°C
Enthalpy of Vaporization: 88.0±3.0 kJ/mol
Flash Point: 326.1±31.5 °C
Index of Refraction: 1.715
Molar Refractivity: 104.0±0.4 cm3
#H bond acceptors: 4
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 4.10
ACD/LogD (pH 5.5): 3.70
ACD/BCF (pH 5.5): 378.40
ACD/KOC (pH 5.5): 2394.08
ACD/LogD (pH 7.4): 3.73
ACD/BCF (pH 7.4): 402.17
ACD/KOC (pH 7.4): 2544.50
Polar Surface Area: 78 Å2
Polarizability: 41.2±0.5 10-24cm3
Surface Tension: 80.3±5.0 dyne/cm
Molar Volume: 264.8±5.0 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) =  2.80

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  645.85  (Adapted Stein & Brown method)
    Melting Pt (deg C):  280.73  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.87E-015  (Modified Grain method)
    Subcooled liquid VP: 4.61E-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):  17.15
       log Kow used: 2.80 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  572.97 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.78E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.989E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.80  (KowWin est)
  Log Kaw used:  -15.709  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  18.509
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.3967
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.7440  (recalcitrant)
   Biowin4 (Primary Survey Model) :   3.2979  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3278
   Biowin6 (MITI Non-Linear Model):   0.0000
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.2524
 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):  6.15E-010 Pa (4.61E-012 mm Hg)
  Log Koa (Koawin est  ): 18.509
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.88E+003 
       Octanol/air (Koa) model:  7.93E+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 = 100.1726 E-12 cm3/molecule-sec
      Half-Life =     0.107 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.281 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    :  5.388E+005
      Log Koc:  5.731 

 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 = 1.456 (BCF = 28.55)
       log Kow used: 2.80 (estimated)

 Volatilization from Water:
    Henry LC:  4.78E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  2.38E+014  hours   (9.915E+012 days)
    Half-Life from Model Lake : 2.596E+015  hours   (1.082E+014 days)

 Removal In Wastewater Treatment:
    Total removal:               4.31  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     4.20  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       4.33e-006       2.56         1000       
   Water     8.44            4.32e+003    1000       
   Soil      91.4            8.64e+003    1000       
   Sediment  0.146           3.89e+004    0          
     Persistence Time: 5.84e+003 hr

Click to predict properties on the Chemicalize site


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