ChemSpider 2D Image | ar-c 155858 | C21H27N5O5S

ar-c 155858

  • Molecular FormulaC21H27N5O5S
  • Average mass461.535 Da
  • Monoisotopic mass461.173279 Da
  • ChemSpider ID8402036

  • defined stereocentres - 1 of 1 defined stereocentres

More details:

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

496791-37-8 [RN]
6-[(3,5-Dimethyl-1H-pyrazol-4-yl)methyl]-5-{[(4S)-4-hydroxy-1,2-oxazolidin-2-yl]carbonyl}-1-isobutyl-3-methylthieno[2,3-d]pyrimidin-2,4(1H,3H)-dion [German] [ACD/IUPAC Name]
6-[(3,5-Dimethyl-1H-pyrazol-4-yl)methyl]-5-{[(4S)-4-hydroxy-1,2-oxazolidin-2-yl]carbonyl}-1-isobutyl-3-methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione [ACD/IUPAC Name]
6-[(3,5-Diméthyl-1H-pyrazol-4-yl)méthyl]-5-{[(4S)-4-hydroxy-1,2-oxazolidin-2-yl]carbonyl}-1-isobutyl-3-méthylthiéno[2,3-d]pyrimidine-2,4(1H,3H)-dione [French] [ACD/IUPAC Name]
6-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-5-{[(4S)-4-hydroxy-1,2-oxazolidin-2-yl]carbonyl}-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
ar-c 155858
Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione, 6-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-5-[[(4S)-4-hydroxy-2-isoxazolidinyl]carbonyl]-3-methyl-1-(2-methylpropyl)- [ACD/Index Name]
(4S)-2-[[6-[(3,5-Dimethyl-1H-pyrazol-4-yl)methyl]-1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxothieno[2,3-d]pyrimidin-5-yl]carbonyl]-4-isoxazolidinol
(s)-6-[(3,5-dimethyl-1h-pyrazol-4-yl)methyl]-5-[(4-hydroxyisoxazolidin-2-yl)carbonyl]-1-isobutyl-3-methylthieno[2,3-d]pyrimidine-2,4(1h,3h)-dione
(S)-6-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-5-{[4-hydroxyisoxazolidin-2-yl]carbonyl}-1-isobutyl-3-methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

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

    • Safety:

      Sold for research purposes under agreement from AstraZeneca UK Limited Tocris Bioscience 4960

    • Bio Activity:

      AR-C155858 is a novel inhibitor of the monocarboxylate transporters (MCTs) MCT1 and MCT2 (Ki values are 2.3 and <10 nM respectively); exhibits no activity at MCT4.; IC50 value: 2.3/<10 nM (Ki, MCT1/2) [1] [2]; Target: MCT1/2; in vitro: Co-expression of exogenous embigin was without effect on either the expression of MCT1 or its inhibition by AR-C155858. MedChem Express HY-13248
      AR-C155858 is a novel inhibitor of the monocarboxylate transporters (MCTs) MCT1 and MCT2 (Ki values are 2.3 and <10 nM respectively); exhibits no activity at MCT4.;IC50 value: 2.3/<10 nM (Ki, MCT1/2) [1] [2];Target: MCT1/2;In vitro: Co-expression of exogenous embigin was without effect on either the expression of MCT1 or its inhibition by AR-C155858. In contrast, expression of active MCT2 at the plasma membrane of oocytes was significantly enhanced by co-expression of exogenous embigin. This additional transport activity was insensitive to inhibition by AR-C155858 unlike that by MCT2 expressed with endogenous basigin that was potently inhibited by AR-C155858 [1]. Derived values were 2.3+/-1.4 nM, 1.29+/-0.09 nmol per ml of packed cells and 12.2+/-1.1 s-1 respectively. When expressed in Xenopus laevis oocytes, MCT1 and MCT2 were potently inhibited by AR-C155858, whereas MCT4 was not. Inhibition of MCT1 was shown to be time-dependent, and the compound was also active when microinject MedChem Express HY-13248
      Inhibitor of the monocarboxylate transporters (MCTs) MCT1 and MCT2 (Ki values are 2.3 and <10 nM respectively). Exhibits no activity at MCT4. Blocks proliferation of Raji lymphoma cells in vitro. Inhi bits glycolysis and glutathione synthesis in cancer cells. Tocris Bioscience 4960
      Inhibitor of the monocarboxylate transporters (MCTs) MCT1 and MCT2 (Ki values are 2.3 and <10 nM respectively). Exhibits no activity at MCT4. Blocks proliferation of Raji lymphoma cells in vitro. Inhibits glycolysis and glutathione synthesis in cancer cells. Tocris Bioscience 4960
      Ion Pumps/Transporters Tocris Bioscience 4960
      MCT MedChem Express HY-13248
      MCT1 and MCT2 inhibitor; inhibits glycolysis in cancer cells Tocris Bioscience 4960
      Membrane Tranporter/Ion Channel MedChem Express HY-13248
      Membrane Tranporter/Ion Channel; MedChem Express HY-13248
      Monocarboxylate Transporters Tocris Bioscience 4960
      Transporters Tocris Bioscience 4960

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

Density: 1.4±0.1 g/cm3
Boiling Point: 763.1±70.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.7 mmHg at 25°C
Enthalpy of Vaporization: 116.6±3.0 kJ/mol
Flash Point: 415.3±35.7 °C
Index of Refraction: 1.634
Molar Refractivity: 118.3±0.3 cm3
#H bond acceptors: 10
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 1
ACD/LogP: 0.93
ACD/LogD (pH 5.5): 1.50
ACD/BCF (pH 5.5): 8.05
ACD/KOC (pH 5.5): 153.82
ACD/LogD (pH 7.4): 1.51
ACD/BCF (pH 7.4): 8.25
ACD/KOC (pH 7.4): 157.66
Polar Surface Area: 147 Å2
Polarizability: 46.9±0.5 10-24cm3
Surface Tension: 65.3±3.0 dyne/cm
Molar Volume: 330.7±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) =  1.31

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  727.49  (Adapted Stein & Brown method)
    Melting Pt (deg C):  318.86  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.9E-021  (Modified Grain method)
    Subcooled liquid VP: 1.2E-017 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):  95.86
       log Kow used: 1.31 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  279.53 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.98E-024  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.738E-023 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.31  (KowWin est)
  Log Kaw used:  -21.545  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  22.855
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8506
   Biowin2 (Non-Linear Model)     :   0.3327
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.1146  (months      )
   Biowin4 (Primary Survey Model) :   3.1057  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.4207
   Biowin6 (MITI Non-Linear Model):   0.0002
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.4756
 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):  1.6E-015 Pa (1.2E-017 mm Hg)
  Log Koa (Koawin est  ): 22.855
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.87E+009 
       Octanol/air (Koa) model:  1.76E+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 = 126.1158 E-12 cm3/molecule-sec
      Half-Life =     0.085 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.018 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.312500 E-17 cm3/molecule-sec
      Half-Life =     0.873 Days (at 7E11 mol/cm3)
      Half-Life =     20.955 Hrs
   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    :  748.4
      Log Koc:  2.874 

 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 = 0.309 (BCF = 2.035)
       log Kow used: 1.31 (estimated)

 Volatilization from Water:
    Henry LC:  6.98E-024 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.802E+020  hours   (7.508E+018 days)
    Half-Life from Model Lake : 1.966E+021  hours   (8.191E+019 days)

 Removal In Wastewater Treatment:
    Total removal:               1.93  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.84  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       1.29e-005       1.86         1000       
   Water     38.5            1.44e+003    1000       
   Soil      61.4            2.88e+003    1000       
   Sediment  0.0902          1.3e+004     0          
     Persistence Time: 1.39e+003 hr

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