ChemSpider 2D Image | semaxanib | C15H14N2O

semaxanib

  • Molecular FormulaC15H14N2O
  • Average mass238.285 Da
  • Monoisotopic mass238.110611 Da
  • ChemSpider ID4486260
  • Double-bond stereo - Double-bond stereo


More details:






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

(3Z)-3-[(3,5-Dimethyl-1H-pyrrol-2-yl)methylen]-1,3-dihydro-2H-indol-2-on [German] [ACD/IUPAC Name]
(3Z)-3-[(3,5-Dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-2H-indol-2-one [ACD/IUPAC Name]
(3Z)-3-[(3,5-Diméthyl-1H-pyrrol-2-yl)méthylène]-1,3-dihydro-2H-indol-2-one [French] [ACD/IUPAC Name]
194413-58-6 [RN]
2H-Indol-2-one, 3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-, (3Z)- [ACD/Index Name]
3-[(3,5-DIMETHYL-1H-PYRROL-2-YL)METHYLIDENE]-1H-INDOL-2-ONE
71IA9S35AJ
8004
semaxanib [Spanish] [INN]
More...

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

EU-0101110 [DBID]
nchembio778-comp2 [DBID]
NCI60_034480 [DBID]
NSC696819 [DBID]
NSC-696819 [DBID]
S8442_SIGMA [DBID]
SU 5416 [DBID]
SU-5416 [DBID]
TSU-16 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Target Organs:

      VEGFR inhibitor TargetMol T2064, T2496
    • Chemical Class:

      An oxindole that is 3-methyleneoxindole in which one of the hydrogens of the methylene group is replaced by a 3,5-dimethylpyrrol-2-yl group. ChEBI CHEBI:91083
      Phosphorylation EU-OpenScreen [S 8442]
    • Bio Activity:

      Enzyme-Linked Receptors Tocris Bioscience 3037
      Inhibitor of vascular endothelial growth factor receptor (VEGFR) that also inhibits other tyrosine kinases KIT, MET, FLT3 and RET. Displays no activity against EGFR, HER2, IGF1R and PDGFR. Inhibits tu mor vascularization and growth of multiple tumor types. Tocris Bioscience 3037
      Inhibitor of vascular endothelial growth factor receptor (VEGFR) that also inhibits other tyrosine kinases KIT, MET, FLT3 and RET. Displays no activity against EGFR, HER2, IGF1R and PDGFR. Inhibits tumor vascularization and growth of multiple tumor types. Tocris Bioscience 3037
      Protein Tyrosine Kinase/RTK MedChem Express HY-10374
      Protein Tyrosine Kinase/RTK; MedChem Express HY-10374
      Receptor Tyrosine Kinases (RTKs) Tocris Bioscience 3037
      Semaxanib (SU5416) is a potent and selective VEGFR(Flk-1/KDR) inhibitor with IC50 of 1.23 ?M, 20-fold more selective for VEGFR than PDGFR?, lack of activity against EGFR, InsR and FGFR.; IC50 value: 1.23 uM [1]; Target: VEGFR; in vitro: Semaxanib inhibits VEGF-dependent phosphorylation of the Flk-1 receptor in Flk-1-overexpressing NIH 3T3 cells with IC50 of 1.04 ?M. MedChem Express HY-10374
      Tyrosine Kinase/Adaptors TargetMol T2064, T2496
      VEGFR Tocris Bioscience 3037
      VEGFR MedChem Express HY-10374
      VEGFR TargetMol T2064
      VEGFR inhibitor. Also inhibits KIT, RET, MET and FLT3 Tocris Bioscience 3037
      VEGFR2/Flk1 TargetMol T2496

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

Density: 1.3±0.1 g/cm3
Boiling Point: 481.4±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 74.6±3.0 kJ/mol
Flash Point: 244.9±28.7 °C
Index of Refraction: 1.684
Molar Refractivity: 72.0±0.3 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 1
#Rule of 5 Violations: 0
ACD/LogP: 2.87
ACD/LogD (pH 5.5): 3.03
ACD/BCF (pH 5.5): 118.90
ACD/KOC (pH 5.5): 1064.18
ACD/LogD (pH 7.4): 3.03
ACD/BCF (pH 7.4): 118.91
ACD/KOC (pH 7.4): 1064.28
Polar Surface Area: 45 Å2
Polarizability: 28.6±0.5 10-24cm3
Surface Tension: 57.1±3.0 dyne/cm
Molar Volume: 189.7±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) =  3.06

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  451.62  (Adapted Stein & Brown method)
    Melting Pt (deg C):  190.00  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.36E-009  (Modified Grain method)
    Subcooled liquid VP: 4.48E-007 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):  66.33
       log Kow used: 3.06 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  27.18 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.08E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.952E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.06  (KowWin est)
  Log Kaw used:  -11.605  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.665
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9536
   Biowin2 (Non-Linear Model)     :   0.9698
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4687  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5723  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2601
   Biowin6 (MITI Non-Linear Model):   0.0976
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.0260
 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):  5.97E-005 Pa (4.48E-007 mm Hg)
  Log Koa (Koawin est  ): 14.665
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0502 
       Octanol/air (Koa) model:  114 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.645 
       Mackay model           :  0.801 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 230.6870 E-12 cm3/molecule-sec
      Half-Life =     0.046 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.556 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    25.199999 E-17 cm3/molecule-sec
      Half-Life =     0.045 Days (at 7E11 mol/cm3)
      Half-Life =      1.091 Hrs
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.723 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  4300
      Log Koc:  3.633 

 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 = 1.659 (BCF = 45.63)
       log Kow used: 3.06 (estimated)

 Volatilization from Water:
    Henry LC:  6.08E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.486E+010  hours   (6.194E+008 days)
    Half-Life from Model Lake : 1.622E+011  hours   (6.757E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               6.23  percent
    Total biodegradation:        0.13  percent
    Total sludge adsorption:     6.11  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       1.63e-006       0.551        1000       
   Water     12.6            900          1000       
   Soil      87              1.8e+003     1000       
   Sediment  0.329           8.1e+003     0          
     Persistence Time: 1.79e+003 hr




                    

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