ChemSpider 2D Image | RG108 | C19H14N2O4

RG108

  • Molecular FormulaC19H14N2O4
  • Average mass334.326 Da
  • Monoisotopic mass334.095367 Da
  • ChemSpider ID612418

  • defined stereocentres - 1 of 1 defined stereocentres

More details:

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

(2S)-2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid [ACD/IUPAC Name]
(2S)-2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(1H-indol-3-yl)propansäure [German] [ACD/IUPAC Name]
(2S)-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid
(2S)-2-(1,3-dioxo-2-isoindolyl)-3-(1H-indol-3-yl)propanoic acid
(2S)-2-(1,3-dioxoisoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid
1H-Indole-3-propanoic acid, α-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, (αS)- [ACD/Index Name]
48208-26-0 [RN]
Acide (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoïque [French] [ACD/IUPAC Name]
RG108
(S)-2-(1,3-dioxoisoindolin-2-yl)-3-(1H-indol-3-yl)propanoic acid
More...

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

RG-108 [DBID]
NCGC00014891 [DBID]
NCIStruc1_001775 [DBID]
NCIStruc2_000834 [DBID]
NSC401077 [DBID]
NSC-401077 [DBID]
  • References
  • Experimental Physico-chemical Properties

    • Experimental Solubility:

      10 mM in DMSO MedChem Express HY-13642
      DMSO 100 mM Ethanol 100 mM MedChem Express HY-13642
      Soluble in DMSO (100mM) or ethanol (100mM) Hello Bio HB1377
      Soluble to 100 mM in DMSO and to 100 mM in ethanol Tocris Bioscience 3295
  • Miscellaneous

    • Bio Activity:

      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB1377
      Cell Cycle/DNA Damage MedChem Express HY-13642
      Cell Cycle/DNA Damage; MedChem Express HY-13642
      Cell process/Stem cells/Dedifferentiation Hello Bio HB1377
      DNA Methyltransferases Tocris Bioscience 3295
      DNMT MedChem Express HY-13642
      Enzymes Tocris Bioscience 3295
      Enzymes/Transferase/DNA methyltransferase (DNMT) Hello Bio HB1377
      Non-nucleoside DNA methyltransferase (DNMT) inhibitor (IC<sub>50</sub> = 115 nM). Binds at the active site. Causes hypomethylation and reactivates tumor suppressor genes. Shows growth inhibiting and pro-apoptotic anti-cancer actions. Also enhances iPSC generation efficiency. Hello Bio HB1377
      Non-nucleoside DNA methyltransferase inhibitor Tocris Bioscience 3295
      Non-nucleoside DNA methyltransferase inhibitor that blocks the enzyme active site. Inhibits DNA methylation in human cancer cell lines in vitro without detectable toxicity. Demethylates and reactivate s epigenetically silenced tumor suppressor genes. Enhances the efficiency of induced pluripotent stem cell (iPS) generation. Tocris Bioscience 3295
      Non-nucleoside DNA methyltransferase inhibitor that blocks the enzyme active site. Inhibits DNA methylation in human cancer cell lines in vitro without detectable toxicity. Demethylates and reactivates epigenetically silenced tumor suppressor genes. Enhances the efficiency of induced pluripotent stem cell (iPS) generation. Tocris Bioscience 3295
      Non-nucleoside DNA methyltransferase inhibitor. Enhances iPSC generation efficiency. Hello Bio HB1377
      RG108 is a non-nucleoside inhibitor of DNA methyltransferase with IC50 of 115 nM. MedChem Express
      RG108 is a non-nucleoside inhibitor of DNA methyltransferase with IC50 of 115 nM.; IC50 Value: 115 nM; Target: DNMT; in vitro: RG108 effectively blocks DNA methyltransferases in vitro and does not cause covalent enzyme trapping in human cell lines. MedChem Express HY-13642
      RG108 is a non-nucleoside inhibitor of DNA methyltransferase with IC50 of 115 nM.;IC50 Value: 115 nM;Target: DNMT;In vitro: RG108 effectively blocks DNA methyltransferases in vitro and does not cause covalent enzyme trapping in human cell lines. Incubation of cells with low micromolar concentrations of RG108 results in significant demethylation of genomic DNA without any detectable toxicity. Intriguingly, RG108 causes demethylation and reactivation of tumor suppressor genes, but it does not affect the methylation of centromeric satellite sequences. In another study, the synthesis and in vitro analysis of a biotinylated RG108 conjugate is investigated to evaluate the interactions with DNA methyltransferase enzymes. In a recent study, it is shown RG108 can significantly reduce the DNA methyltransferases activity in SM derived iPS cells as compared to the native SMs. ;In vivo: MedChem Express HY-13642
      Transferases Tocris Bioscience 3295

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

Density: 1.5±0.1 g/cm3
Boiling Point: 606.0±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.8 mmHg at 25°C
Enthalpy of Vaporization: 94.7±3.0 kJ/mol
Flash Point: 320.3±30.1 °C
Index of Refraction: 1.741
Molar Refractivity: 89.8±0.3 cm3
#H bond acceptors: 6
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 3.33
ACD/LogD (pH 5.5): 1.10
ACD/BCF (pH 5.5): 1.41
ACD/KOC (pH 5.5): 12.91
ACD/LogD (pH 7.4): -0.48
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 90 Å2
Polarizability: 35.6±0.5 10-24cm3
Surface Tension: 82.1±3.0 dyne/cm
Molar Volume: 222.5±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) =  2.95

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  625.84  (Adapted Stein & Brown method)
    Melting Pt (deg C):  271.38  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.02E-014  (Modified Grain method)
    Subcooled liquid VP: 1.55E-011 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):  23.25
       log Kow used: 2.95 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  11.686 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.87E-017  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.714E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.95  (KowWin est)
  Log Kaw used:  -14.620  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.570
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7157
   Biowin2 (Non-Linear Model)     :   0.3732
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7501  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6824  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1337
   Biowin6 (MITI Non-Linear Model):   0.0059
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.1237
 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):  2.07E-009 Pa (1.55E-011 mm Hg)
  Log Koa (Koawin est  ): 17.570
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.45E+003 
       Octanol/air (Koa) model:  9.12E+004 
   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 = 224.7556 E-12 cm3/molecule-sec
      Half-Life =     0.048 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.571 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    :  587.1
      Log Koc:  2.769 

 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 = 0.500 (BCF = 3.162)
       log Kow used: 2.95 (estimated)

 Volatilization from Water:
    Henry LC:  5.87E-017 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.824E+013  hours   (7.599E+011 days)
    Half-Life from Model Lake :  1.99E+014  hours   (8.29E+012 days)

 Removal In Wastewater Treatment:
    Total removal:               5.29  percent
    Total biodegradation:        0.12  percent
    Total sludge adsorption:     5.17  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       0.000113        1.14         1000       
   Water     17              360          1000       
   Soil      82.8            720          1000       
   Sediment  0.259           3.24e+003    0          
     Persistence Time: 772 hr

Click to predict properties on the Chemicalize site


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