ChemSpider 2D Image | RITA | C14H12O3S2

RITA

  • Molecular FormulaC14H12O3S2
  • Average mass292.373 Da
  • Monoisotopic mass292.022797 Da
  • ChemSpider ID332269

More details:

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

(2,5-Furandiyldi-5,2-thiendiyl)dimethanol [German] [ACD/IUPAC Name]
(2,5-Furandiyldi-5,2-thienediyl)dimethanol [ACD/IUPAC Name]
(2,5-Furanediyldi-5,2-thiènediyl)diméthanol [French] [ACD/IUPAC Name]
(5-{5-[5-(HYDROXYMETHYL)THIOPHEN-2-YL]FURAN-2-YL}THIOPHEN-2-YL)METHANOL
(Furan-2,5-diyldithiene-5,2-diyl)dimethanol
[5-[5-[5-(hydroxymethyl)-2-thiophenyl]-2-furanyl]-2-thiophenyl]methanol
213261-59-7 [RN]
2-Thiophenemethanol, 5,5'-(2,5-furandiyl)bis- [ACD/Index Name]
RITA
RITA (NSC 652287)
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

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

    • Target Organs:

      Mdm2 inhibitor;p53 inhibitor TargetMol T1798

    • Bio Activity:

      Anti-tumor agent that binds wild-type p53 (Kd = 1.5 nM) preventing p53-MDM2 (HDM2) interaction. Induces p53 accumulation and stimulates apoptosis in tumor cell lines expressing wild-type p53 in vitro and in vivo. Inhibits HPV-E6-mediated proteasomal degradation. Suppresses expression of cervical carcinoma HeLa xenografts in vivo. Tocris Bioscience 2443
      Anti-tumor agent that binds wild-type p53 (Kd = 1.5 nM) preventing p53-MDM2 (HDM2) interaction. Induces p53 accumulation and stimulates apoptosis in tumor cell lines expressing wild-type p53 in vitro and in vivo. Inhibits HPV-E6-mediated proteasomal degradation. Suppresses expression of cervical carcinoma HeLa xenografts in vivo. Tocris Bioscience 2443
      Apoptosis MedChem Express HY-13424
      Apoptosis TargetMol T1798
      Apoptosis; Cell Cycle/DNA Damage; MedChem Express HY-13424
      DNA alkylator/crosslinker MDM-2, p53 MedChem Express HY-13424
      Enzymes Tocris Bioscience 2443
      Ligases Tocris Bioscience 2443
      MDM-2, p53 MedChem Express HY-13424
      MDM2/p53 TargetMol T1798
      MDM2-p53 interaction inhibitor Tocris Bioscience 2443
      RITA(NSC 652287) induced both DNA-protein and DNA-DNA cross-links with no detectable DNA single-strand breaks. MedChem Express http://www.medchemexpress.com/Tenovin-1.html, HY-13424
      RITA(NSC 652287) induced both DNA-protein and DNA-DNA cross-links with no detectable DNA single-strand breaks. RITA, a drug that, like nutlin-3, can disrupt the p53/Mdm2 interaction. ;IC50 Value: 54nM in MCF-7 cells [4];Target: MDM-2/p53;In vitro: [2,2':5',2-terthiopene] 5,5-diyldimethanol (1f) displayed promising antiproliferative activity compared to RITA (IC50=28 nM in MCF-7 cells and 100 nM in colon cancer HCT116 cells, vs. 54 and 0.10 nM, respectively, for RITA) [4]. NSC 652287 induced both DNA-protein and DNA-DNA cross-links with no detectable DNA single-strand breaks. These DNA-protein cross-links (DPC) persisted for at least 12 h after drug removal and their frequency was correlated with cytotoxicity in the renal cell lines studied. The most sensitive renal carcinoma cell line, A498, exhibited cell cycle arrest in G(0)-G(1) and G(2)-M at 10 nM NSC 652287, with increased p53 and p21(WAF1) protein. At higher concentrations, NSC 652287 still induced p53 elevation but with p2 MedChem Express HY-13424
      Ubiquitin E3 Ligases Tocris Bioscience 2443

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

Density: 1.4±0.1 g/cm3
Boiling Point: 464.9±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 76.5±3.0 kJ/mol
Flash Point: 235.0±27.3 °C
Index of Refraction: 1.661
Molar Refractivity: 77.4±0.3 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 2.48
ACD/LogD (pH 5.5): 2.76
ACD/BCF (pH 5.5): 73.34
ACD/KOC (pH 5.5): 753.03
ACD/LogD (pH 7.4): 2.76
ACD/BCF (pH 7.4): 73.34
ACD/KOC (pH 7.4): 753.02
Polar Surface Area: 110 Å2
Polarizability: 30.7±0.5 10-24cm3
Surface Tension: 59.4±3.0 dyne/cm
Molar Volume: 209.4±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) =  3.10

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  484.37  (Adapted Stein & Brown method)
    Melting Pt (deg C):  205.30  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.32E-012  (Modified Grain method)
    Subcooled liquid VP: 1.88E-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):  30.48
       log Kow used: 3.10 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  255.19 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Benzyl Alcohols
       Thiophenes

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.52E-011  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.928E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.10  (KowWin est)
  Log Kaw used:  -9.207  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.307
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9258
   Biowin2 (Non-Linear Model)     :   0.7489
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8730  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6848  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1025
   Biowin6 (MITI Non-Linear Model):   0.0312
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.5144
 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):  2.51E-008 Pa (1.88E-010 mm Hg)
  Log Koa (Koawin est  ): 12.307
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  120 
       Octanol/air (Koa) model:  0.498 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.976 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  97.4224 E-12 cm3/molecule-sec
      Half-Life =     0.110 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.317 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   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    :  337.2
      Log Koc:  2.528 

 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 = 1.039 (BCF = 10.94)
       log Kow used: 3.10 (estimated)

 Volatilization from Water:
    Henry LC:  1.52E-011 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 6.586E+007  hours   (2.744E+006 days)
    Half-Life from Model Lake : 7.185E+008  hours   (2.994E+007 days)

 Removal In Wastewater Treatment:
    Total removal:               6.64  percent
    Total biodegradation:        0.13  percent
    Total sludge adsorption:     6.50  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       0.198           2.64         1000       
   Water     23.1            360          1000       
   Soil      76.2            720          1000       
   Sediment  0.466           3.24e+003    0          
     Persistence Time: 512 hr

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