ChemSpider 2D Image | WHI-P154 | C16H14BrN3O3

WHI-P154

  • Molecular FormulaC16H14BrN3O3
  • Average mass376.205 Da
  • Monoisotopic mass375.021851 Da
  • ChemSpider ID3663

More details:

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

211555-04-3 [RN]
2-Brom-4-[(6,7-dimethoxy-4-chinazolinyl)amino]phenol [German] [ACD/IUPAC Name]
2-Bromo-4-[(6,7-dimethoxy-4-quinazolinyl)amino]phenol [ACD/IUPAC Name]
2-Bromo-4-[(6,7-diméthoxy-4-quinazolinyl)amino]phénol [French] [ACD/IUPAC Name]
2-Bromo-4-[(6,7-dimethoxyquinazolin-4-yl)amino]phenol
Phenol, 2-bromo-4-[(6,7-dimethoxy-4-quinazolinyl)amino]- [ACD/Index Name]
WHI-P154
[211555-04-3] [RN]
2-bromo-4-((6,7-dimethoxyquinazolin-4-yl)amino)phenol
2-bromo-4-(6,7-dimethoxyquinazolin-4-ylamino)phenol
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

2-bromo-4-(6,7-dimethoxyquinazolin-4-ylamino)phenol(WHI-P154) [DBID]
CHEMBL473773 [DBID]
nchembio.2007.59-comp11 [DBID]
Whi-P 154; 2-Bromo-4-[(6,7-dimethoxy-4-quinazolinyl)amino]phenol [DBID]
  • References
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Target Organs:

      JAK inhibitor; EGFR inhibitor TargetMol T1985

    • Bio Activity:

      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB1431
      Cell process/Stem cells/Differentiation Hello Bio HB1431
      Enzymes Tocris Bioscience 3115
      Enzymes/Kinase/JAK Hello Bio HB1431
      JAK MedChem Express HY-13895
      JAK Kinase Tocris Bioscience 3115
      JAK VEGFR MedChem Express HY-13895
      JAK/STAT Signaling MedChem Express HY-13895
      JAK/STAT Signaling TargetMol T1985
      JAK/STAT Signaling; Protein Tyrosine Kinase/RTK; MedChem Express HY-13895
      JAK3 inhibitor (IC50 = 1.8 ?M) that displays no activity at JAK1 or JAK2. Inhibits STAT1 activation, iNOS expression and NO production in macrophages in vitro. Also inhibits other common kinases inclu ding EGFR (IC50 = 4 nM), Src, Abl, VEGFR, MAPK and PI 3-K and induces apoptosis in human glioblastoma cell lines (IC50 = 158 ?M). Induces differentiation of neural progenitor cells. Tocris Bioscience 3115
      JAK3 inhibitor (IC50 = 1.8 ?M) that displays no activity at JAK1 or JAK2. Inhibits STAT1 activation, iNOS expression and NO production in macrophages in vitro. Also inhibits other common kinases including EGFR (IC50 = 4 nM), Src, Abl, VEGFR, MAPK and PI 3-K and induces apoptosis in human glioblastoma cell lines (IC50 = 158 ?M). Induces differentiation of neural progenitor cells. Tocris Bioscience 3115
      JAK3 inhibitor (IC50 = 1.8 muM) that displays no activity at JAK1 or JAK2. Inhibits STAT1 activation, iNOS expression and NO production in macrophages in vitro. Also inhibits other common kinases including EGFR (IC50 = 4 nM), Src, Abl, VEGFR, MAPK and PI 3-K and induces apoptosis in human glioblastoma cell lines (IC50 = 158 muM). Induces differentiation of neural progenitor cells. Tocris Bioscience 3115
      JAK3 kinase inhibitor. Also inhibits EGFR Tocris Bioscience 3115
      JAK3; VEGFR/EGFR TargetMol T1985
      Kinases Tocris Bioscience 3115
      Non-selective JAK3 inhibitor (IC<sub>50</sub> = 1.8 &micro;M), also acts as a potent EGFR kinase inhibitor (IC<sub>50</sub> = 4 nM). Inhibits expression of iNOS and production of NO. Also induces neural progenitor cell differentiation. Shows apoptotic and anti-tumor actions. Hello Bio HB1431
      Non-selective JAK3 inhibitor and potent EGFR inhibitor. Induces neural progenitor cell differentiation. Hello Bio HB1431
      Receptors & Transporters/Enzyme-linked (Catalytic) Hello Bio HB1431
      WHI-P154 is a potent JAK3 inhibitor with IC50 of 1.8 ?M, no activity against JAK1 or JAK2, also inhibits EGFR, Src, Abl, VEGFR and MAPK, prevents Stat3, but not Stat5 phosphorylation.; IC50 Value: 1.8 uM (JAK3); 4 nM(EGFR);100 nM(VEGFR) [1]; Target: JAK3; VEGFR/EGFR; in vitro: WHI-P154 is first described as a JAK3 inhibitor that displays no activity at JAK1 or JAK2. MedChem Express HY-13895

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

Density: 1.6±0.1 g/cm3
Boiling Point: 470.3±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 76.1±3.0 kJ/mol
Flash Point: 238.2±28.7 °C
Index of Refraction: 1.703
Molar Refractivity: 92.6±0.3 cm3
#H bond acceptors: 6
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 4.15
ACD/LogD (pH 5.5): 3.44
ACD/BCF (pH 5.5): 214.92
ACD/KOC (pH 5.5): 1417.94
ACD/LogD (pH 7.4): 3.58
ACD/BCF (pH 7.4): 298.83
ACD/KOC (pH 7.4): 1971.55
Polar Surface Area: 77 Å2
Polarizability: 36.7±0.5 10-24cm3
Surface Tension: 62.7±3.0 dyne/cm
Molar Volume: 238.7±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) =  3.13

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  486.96  (Adapted Stein & Brown method)
    Melting Pt (deg C):  206.51  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  9.69E-011  (Modified Grain method)
    Subcooled liquid VP: 8.11E-009 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):  9.155
       log Kow used: 3.13 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.17928 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.06E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.239E-012 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.13  (KowWin est)
  Log Kaw used:  -15.482  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  18.612
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6040
   Biowin2 (Non-Linear Model)     :   0.3744
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0370  (months      )
   Biowin4 (Primary Survey Model) :   3.2370  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1068
   Biowin6 (MITI Non-Linear Model):   0.0153
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.2633
 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):  1.08E-006 Pa (8.11E-009 mm Hg)
  Log Koa (Koawin est  ): 18.612
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.77 
       Octanol/air (Koa) model:  1E+006 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.99 
       Mackay model           :  0.996 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 265.3118 E-12 cm3/molecule-sec
      Half-Life =     0.040 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    29.027 Min
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.993 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3211
      Log Koc:  3.507 

 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 = 1.708 (BCF = 51.08)
       log Kow used: 3.13 (estimated)

 Volatilization from Water:
    Henry LC:  8.06E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.409E+014  hours   (5.871E+012 days)
    Half-Life from Model Lake : 1.537E+015  hours   (6.404E+013 days)

 Removal In Wastewater Treatment:
    Total removal:               6.96  percent
    Total biodegradation:        0.13  percent
    Total sludge adsorption:     6.83  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       6.03e-009       0.967        1000       
   Water     10.2            1.44e+003    1000       
   Soil      89.5            2.88e+003    1000       
   Sediment  0.348           1.3e+004     0          
     Persistence Time: 2.73e+003 hr

Click to predict properties on the Chemicalize site


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