Celecoxib C17H14F3N3O2S structure

Flashcard maker : Ben Powell

Molecular Formula C17H14F3N3O2S
Average mass 381.372 Da
Density 1.4±0.1 g/cm3
Boiling Point 529.0±60.0 °C at 760 mmHg
Flash Point 273.7±32.9 °C
Molar Refractivity 91.9±0.5 cm3
Polarizability 36.4±0.5 10-24cm3
Surface Tension 46.7±7.0 dyne/cm
Molar Volume 266.4±7.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Predicted – Mcule
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      157.5 °C Jean-Claude Bradley Open Melting Point Dataset 16644
      158 °C Jean-Claude Bradley Open Melting Point Dataset 22086, 27908
      156-157 °C LabNetwork LN00149628
    • Experimental Solubility:

      50 mM in DMSO MedChem Express HY-14398
      Soluble in DMSO Axon Medchem 1919
      Soluble to 25 mM in DMSO and to 50 mM in ethanol Tocris Bioscience 3786
  • Miscellaneous
    • Appearance:

      YELLOW CRISTALLINE POWDER NIH Clinical Collection
      [SMR000550473]
    • Safety:

      5 Axon Medchem 1919
      H303;H313;H317;H333;H334;H335;H373 Axon Medchem 1919
      IRRITANT Matrix Scientific 047884
      no pictogram Axon Medchem 1919
      P101;P102;P103;P260;P262;P263;P264;P270;P280;P304;P312;P340 Axon Medchem 1919
      Sold for research purposes under agreement from Pfizer Inc. Tocris Bioscience 3786
      Warning Axon Medchem 1919
    • Target Organs:

      COX inhibitor TargetMol T0466
    • Drug Status:

      approved BIONET-Key Organics KS-1041
    • Compound Source:

      synthetic; SC-58635 Microsource
      [01503678]
    • Bio Activity:

      Celecoxib is a selective COX-2 inhibitor with IC50 of 40 nM.; IC50 value: 40 nM [1]; Target: COX2; Celecoxib(Celebra; Celebrex; SC 58635) is a highly selective COX-2 inhibitor and primarily inhibits this isoform of cyclooxygenase (and thus causes inhibition of prostaglandin production). MedChem Express HY-14398
      Celecoxib is a selective COX-2 inhibitor with IC50 of 40 nM.;IC50 value: 40 nM [1];Target: COX2Celecoxib(Celebra; Celebrex; SC 58635) is a highly selective COX-2 inhibitor and primarily inhibits this isoform of cyclooxygenase (and thus causes inhibition of prostaglandin production). Celecoxib(Celebra; Celebrex; SC 58635) is a nonsteroidal antiinflammatory drug (NSAID) that is used to treat arthritis, pain, menstrual cramps, and colonic polyps. MedChem Express HY-14398
      COX MedChem Express HY-14398
      Cyclooxygenase Tocris Bioscience 3786
      Enzymes Tocris Bioscience 3786
      Immunology/Inflammation MedChem Express HY-14398
      Immunology/Inflammation; MedChem Express HY-14398
      Neuroscience TargetMol T0466
      Oxygenases/Oxidases Tocris Bioscience 3786
      PDPK;COX2 TargetMol T0466
      Selective cyclooxygenase-2 (COX-2) inhibitor Tocris Bioscience 3786
      Selective cyclooxygenase-2 (COX-2) inhibitor (IC50 values are 15 and 0.04 ?M for COX-1 and COX-2 respectively). Anti-inflammatory with shorter plasma half-life in vivo than SC 58121 (Cat. No. 2895). D
      isplays chemopreventive activity in in vivo tumor models. Tocris Bioscience 3786
      Selective cyclooxygenase-2 (COX-2) inhibitor (IC50 values are 15 and 0.04 ?M for COX-1 and COX-2 respectively). Anti-inflammatory with shorter plasma half-life in vivo than SC 58121 (Cat. No. 2895). Displays chemopreventive activity in in vivo tumor models. Tocris Bioscience 3786
  • Gas Chromatography
    • Retention Index (Kovats):

      2752 (estimated with error: 89) NIST Spectra mainlib_335274

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

Density: 1.4±0.1 g/cm3
Boiling Point: 529.0±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 80.4±3.0 kJ/mol
Flash Point: 273.7±32.9 °C
Index of Refraction: 1.606
Molar Refractivity: 91.9±0.5 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 4.21
ACD/LogD (pH 5.5): 3.24
ACD/BCF (pH 5.5): 169.53
ACD/KOC (pH 5.5): 1371.79
ACD/LogD (pH 7.4): 3.23
ACD/BCF (pH 7.4): 168.65
ACD/KOC (pH 7.4): 1364.73
Polar Surface Area: 86 Å2
Polarizability: 36.4±0.5 10-24cm3
Surface Tension: 46.7±7.0 dyne/cm
Molar Volume: 266.4±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) = 3.47

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 500.04 (Adapted Stein & Brown method)
 Melting Pt (deg C): 212.62 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 1.19E-009 (Modified Grain method)
 MP (exp database): 158 deg C
 Subcooled liquid VP: 2.74E-008 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): 4.305
 log Kow used: 3.47 (estimated)
 no-melting pt equation used

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 0.34628 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 7.75E-013 atm-m3/mole
 Group Method: Incomplete
 Henrys LC [VP/WSol estimate using EPI values]: 1.387E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 3.47 (KowWin est)
 Log Kaw used: -10.499 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 13.969
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 0.1002
 Biowin2 (Non-Linear Model) : 0.0006
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 1.7686 (months )
 Biowin4 (Primary Survey Model) : 2.9546 (weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : -0.2549
 Biowin6 (MITI Non-Linear Model): 0.0000
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): -0.3946
 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): 3.65E-006 Pa (2.74E-008 mm Hg)
 Log Koa (Koawin est ): 13.969
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 0.821 
 Octanol/air (Koa) model: 22.9 
 Fraction sorbed to airborne particulates (phi):
 Junge-Pankow model : 0.967 
 Mackay model : 0.985 
 Octanol/air (Koa) model: 0.999 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
 Hydroxyl Radicals Reaction:
 OVERALL OH Rate Constant = 14.4768 E-12 cm3/molecule-sec
 Half-Life = 0.739 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 8.866 Hrs
 Ozone Reaction:
 No Ozone Reaction Estimation
 Fraction sorbed to airborne particulates (phi): 0.976 (Junge,Mackay)
 Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
 Koc : 1.471E+005
 Log Koc: 5.168 

 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 = 1.975 (BCF = 94.44)
 log Kow used: 3.47 (estimated)

 Volatilization from Water:
 Henry LC: 7.75E-013 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 1.475E+009 hours (6.147E+007 days)
 Half-Life from Model Lake : 1.609E+010 hours (6.706E+008 days)

 Removal In Wastewater Treatment:
 Total removal: 12.37 percent
 Total biodegradation: 0.18 percent
 Total sludge adsorption: 12.19 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 4.32e-005 17.7 1000 
 Water 9.26 1.44e+003 1000 
 Soil 90 2.88e+003 1000 
 Sediment 0.739 1.3e+004 0 
 Persistence Time: 2.82e+003 hr




 

Click to predict properties on the Chemicalize site

  • 1-Click Docking
  • 1-Click Scaffold Hop

Get instant access to
all materials

Become a Member