ChemSpider 2D Image | Selumetinib | C17H15BrClFN4O3

Selumetinib

  • Molecular FormulaC17H15BrClFN4O3
  • Average mass457.681 Da
  • Monoisotopic mass456.000000 Da
  • ChemSpider ID8303141

More details:






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

1H-Benzimidazole-6-carboxamide, 5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl- [ACD/Index Name]
5-[(4-Brom-2-chlorphenyl)amino]-4-fluor-N-(2-hydroxyethoxy)-1-methyl-1H-benzimidazol-6-carboxamid [German] [ACD/IUPAC Name]
5-[(4-Bromo-2-chlorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-benzimidazole-6-carboxamide [ACD/IUPAC Name]
5-[(4-Bromo-2-chlorophényl)amino]-4-fluoro-N-(2-hydroxyéthoxy)-1-méthyl-1H-benzimidazole-6-carboxamide [French] [ACD/IUPAC Name]
606143-52-6 [RN]
6UH91I579U
9078
selumetinib [Spanish] [INN]
sélumétinib [French] [INN]
More...

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

AZD 6244 [DBID]
AZD6244 [DBID]
ARRY 142886 [DBID]
ARRY142886 [DBID]
ARRY-142886 [DBID]
ARRY-886 [DBID]
AZD-6244 [DBID]
C517975 [DBID]
CCRIS 4693 [DBID]
NSC 741O78 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      Not Available Novochemy [NC-45765]
    • Safety:

      20/21/22 Novochemy [NC-45765]
      20/21/36/37/39 Novochemy [NC-45765]
      5 Axon Medchem 1516
      GHS07; GHS09 Novochemy [NC-45765]
      H303;H313;H317;H333;H334;H335;H373 Axon Medchem 1516
      H332; H403 Novochemy [NC-45765]
      IRRITANT Matrix Scientific 090805
      no pictogram Axon Medchem 1516
      P101;P102;P103;P260;P262;P263;P264;P270;P280;P304;P312;P340 Axon Medchem 1516
      P102; P210; P262; P270; P302+P352; P308+P313 Novochemy [NC-45765]
      P261; P262 Biosynth Q-101405
      R52/2261 Novochemy [NC-45765]
      Warning Novochemy [NC-45765]
      Warning Axon Medchem 1516
    • Chemical Class:

      A member of the class of benzimidazoles that is 1-methyl-1<element>H</element>-benzimidazole which is substituted at positions 4, 5, and 6 by fluorine, (4-bromo-2-chlorophenyl)amino, and <element>N</e lement>-(2-hydroxyethoxy)aminocarbonyl groups, respectively. It is a MEK1 and MEK2 inhibitor. ChEBI CHEBI:90227
    • Bio Activity:

      MAPK MedChem Express HY-50706
      MAPK ; MedChem Express HY-50706
      MEK MedChem Express HY-50706
      Selumetinib (AZD6244; ARRY-142886) is a potent, highly selective MEK1 inhibitor with IC50 of 14 nM, also inhibits ERK1/2 phosphorylation with IC50 of 10 nM, no inhibition to p38?, MKK6, EGFR, ErbB2, ERK2, B-Raf, etc.; IC50 value: 14 nM [1]; Target: MEK1; in vitro: ZD6244 is not competitive with ATP and inactivates the ERK1/2 phosphorylation with IC50 concentrations below 40 nM. MedChem Express HY-50706

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

Density: 1.7±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.672
Molar Refractivity: 101.3±0.5 cm3
#H bond acceptors: 7
#H bond donors: 3
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 1
ACD/LogP: 5.55
ACD/LogD (pH 5.5): 3.77
ACD/BCF (pH 5.5): 434.30
ACD/KOC (pH 5.5): 2687.88
ACD/LogD (pH 7.4): 3.78
ACD/BCF (pH 7.4): 435.43
ACD/KOC (pH 7.4): 2694.88
Polar Surface Area: 88 Å2
Polarizability: 40.2±0.5 10-24cm3
Surface Tension: 54.6±7.0 dyne/cm
Molar Volume: 270.5±7.0 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) =  4.10

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  644.98  (Adapted Stein & Brown method)
    Melting Pt (deg C):  280.32  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.3E-018  (Modified Grain method)
    Subcooled liquid VP: 5.5E-015 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):  0.4195
       log Kow used: 4.10 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  360.24 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.72E-021  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.192E-017 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.10  (KowWin est)
  Log Kaw used:  -18.561  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  22.661
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.6481
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.4632  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.9031  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3154
   Biowin6 (MITI Non-Linear Model):   0.0000
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2160
 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):  7.33E-013 Pa (5.5E-015 mm Hg)
  Log Koa (Koawin est  ): 22.661
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.09E+006 
       Octanol/air (Koa) model:  1.12E+010 
   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 = 183.2852 E-12 cm3/molecule-sec
      Half-Life =     0.058 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.700 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    :  1073
      Log Koc:  3.031 

 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 = 1.807 (BCF = 64.18)
       log Kow used: 4.10 (estimated)

 Volatilization from Water:
    Henry LC:  6.72E-021 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.864E+017  hours   (7.766E+015 days)
    Half-Life from Model Lake : 2.033E+018  hours   (8.472E+016 days)

 Removal In Wastewater Treatment:
    Total removal:              34.83  percent
    Total biodegradation:        0.36  percent
    Total sludge adsorption:    34.47  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       3.62e-006       1.4          1000       
   Water     3.95            4.32e+003    1000       
   Soil      93.8            8.64e+003    1000       
   Sediment  2.21            3.89e+004    0          
     Persistence Time: 8.2e+003 hr




                    

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