ChemSpider 2D Image | Terutroban | C20H22ClNO4S

Terutroban

  • Molecular FormulaC20H22ClNO4S
  • Average mass407.911 Da
  • Monoisotopic mass407.095795 Da
  • ChemSpider ID8114465

  • defined stereocentres - 1 of 1 defined stereocentres

More details:

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

165538-40-9 [RN]
1-Naphthalenepropanoic acid, 6-[[(4-chlorophenyl)sulfonyl]amino]-5,6,7,8-tetrahydro-2-methyl-, (6R)- [ACD/Index Name]
3-[(6R)-6-{[(4-Chlorophenyl)sulfonyl]amino}-2-methyl-5,6,7,8-tetrahydro-1-naphthalenyl]propanoic acid [ACD/IUPAC Name]
3-[(6R)-6-{[(4-Chlorophenyl)sulfonyl]amino}-2-methyl-5,6,7,8-tetrahydronaphthalen-1-yl]propanoic acid
3-[(6R)-6-{[(4-Chlorphenyl)sulfonyl]amino}-2-methyl-5,6,7,8-tetrahydro-1-naphthalinyl]propansäure [German] [ACD/IUPAC Name]
A6WX9391D8
Acide 3-[(6R)-6-{[(4-chlorophényl)sulfonyl]amino}-2-méthyl-5,6,7,8-tétrahydro-1-naphtalényl]propanoïque [French] [ACD/IUPAC Name]
S18886
Terutroban [Wiki]
(6R)-6-[[(4-chlorophenyl)sulfonyl]amino]-5,6,7,8-tetrahydro-2-methyl-1-naphthalenepropanoic
More...

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

8452 [DBID]
CCRIS 4693 [DBID]
S-18886 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      7-TM Receptors Tocris Bioscience 5568
      GPCR/G protein MedChem Express HY-16991
      GPCR/G protein; MedChem Express HY-16991
      Potent thromboxane A2 (TP) antagonist Tocris Bioscience 5568
      Potent thromboxane A2 (TP) inhibitor (IC50 = 16.4 nM). Inhibits U 46619 (Cat. No. 1932) induced human platelet aggregation and contraction of isolated rabbit saphenous vein in vitro. Also inhibits U 4 6619 induced increase in tracheal pressure in guinea pigs. Orally available. Tocris Bioscience 5568
      Potent thromboxane A2 (TP) inhibitor (IC50 = 16.4 nM). Inhibits U 46619 (Cat. No. 1932) induced human platelet aggregation and contraction of isolated rabbit saphenous vein in vitro. Also inhibits U 46619 induced increase in tracheal pressure in guinea pigs. Orally available. Tocris Bioscience 5568
      Prostaglandin Receptor MedChem Express HY-16991
      Prostanoid Receptors Tocris Bioscience 5568
      Terutroban is a thromboxane/prostaglandin endoperoxide receptor antagonist.; IC50 value?; Target: TP receptor; in vivo: Terutroban is a selective antagonist of the thromboxane/prostaglandin endoperoxide receptor, in preventing retinal ischaemia in a model of diabetes in rats. MedChem Express HY-16991

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

Density: 1.4±0.1 g/cm3
Boiling Point: 591.8±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.8 mmHg at 25°C
Enthalpy of Vaporization: 92.8±3.0 kJ/mol
Flash Point: 311.7±32.9 °C
Index of Refraction: 1.637
Molar Refractivity: 105.4±0.4 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 0
ACD/LogP: 4.82
ACD/LogD (pH 5.5): 3.96
ACD/BCF (pH 5.5): 356.81
ACD/KOC (pH 5.5): 1244.69
ACD/LogD (pH 7.4): 2.16
ACD/BCF (pH 7.4): 5.61
ACD/KOC (pH 7.4): 19.55
Polar Surface Area: 92 Å2
Polarizability: 41.8±0.5 10-24cm3
Surface Tension: 63.4±5.0 dyne/cm
Molar Volume: 293.6±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) =  5.37

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  559.93  (Adapted Stein & Brown method)
    Melting Pt (deg C):  240.59  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.77E-012  (Modified Grain method)
    Subcooled liquid VP: 8.08E-010 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):  0.1755
       log Kow used: 5.37 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.20744 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.72E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.153E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.37  (KowWin est)
  Log Kaw used:  -10.631  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.001
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6623
   Biowin2 (Non-Linear Model)     :   0.1361
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.1563  (months      )
   Biowin4 (Primary Survey Model) :   3.2053  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3088
   Biowin6 (MITI Non-Linear Model):   0.0008
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.7437
 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-007 Pa (8.08E-010 mm Hg)
  Log Koa (Koawin est  ): 16.001
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  27.8 
       Octanol/air (Koa) model:  2.46E+003 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.999 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  52.7403 E-12 cm3/molecule-sec
      Half-Life =     0.203 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.434 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.999 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  4.286E+004
      Log Koc:  4.632 

 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 = 0.750 (BCF = 5.623)
       log Kow used: 5.37 (estimated)

 Volatilization from Water:
    Henry LC:  5.72E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.067E+009  hours   (8.614E+007 days)
    Half-Life from Model Lake : 2.255E+010  hours   (9.397E+008 days)

 Removal In Wastewater Treatment:
    Total removal:              86.41  percent
    Total biodegradation:        0.73  percent
    Total sludge adsorption:    85.67  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       0.00322         4.87         1000       
   Water     4.67            1.44e+003    1000       
   Soil      64.3            2.88e+003    1000       
   Sediment  31              1.3e+004     0          
     Persistence Time: 3.97e+003 hr

Click to predict properties on the Chemicalize site


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