ChemSpider 2D Image | Fludarabine | C10H12FN5O4

Fludarabine

  • Molecular FormulaC10H12FN5O4
  • Average mass285.232 Da
  • Monoisotopic mass285.087341 Da
  • ChemSpider ID571392
  • defined stereocentres - 4 of 4 defined stereocentres


More details:



Featured data source



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

21679-14-1 [RN]
244-525-5 [EINECS]
2-F-araA
2-Fluoro-9-b-D-arabinofuranosyladenine
2-Fluorovidarabine
5214
9-(β-D-Arabinofuranosyl)-2-fluor-9H-purin-6-amin [German] [ACD/IUPAC Name]
9-(β-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine [ACD/IUPAC Name]
9-(β-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine [French] [ACD/IUPAC Name]
9-b-D-Arabinofuranosyl-2-fluoro-9H-purin-6-amine
More...

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

NSC 118218-H [DBID]
CCRIS 3382 [DBID]
HSDB 6964 [DBID]
MLS000028687 [DBID]
NSC 118218 [DBID]
NSC 118218H [DBID]
NSC-118218 [DBID]
SMR000058874 [DBID]
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Safety:

      IRRITANT Matrix Scientific 076060
    • Target Organs:

      DNA synthesis inhibitor;STAT inhibitor TargetMol T1038
    • Bio Activity:

      Cell Biology Tocris Bioscience 3495
      Cell Cycle/DNA Damage MedChem Express HY-B0069
      Cell Cycle/DNA Damage; MedChem Express HY-B0069
      Cell Metabolism Tocris Bioscience 3495
      DNA Damage/DNA Repair;JAK/STAT Signaling TargetMol T1038
      DNA Synthsis ;STAT1 TargetMol T1038
      DNA, RNA and Protein Synthesis Tocris Bioscience 3495
      Fludarabine(NSC 118218), a DNA synthesis inhibitor, is a chemotherapy drug used in the treatment of hematological malignancies. MedChem Express
      Fludarabine(NSC 118218), a DNA synthesis inhibitor, is a chemotherapy drug used in the treatment of hematological malignancies.; Target:; Fludarabine or fludarabine ph osphate (Fludara) is a chemotherapy drug used in the treatment of hematological malignancies (cancers of blood cells such as leukemias and lymphomas). MedChem Express HY-B0069
      Fludarabine(NSC 118218), a DNA synthesis inhibitor, is a chemotherapy drug used in the treatment of hematological malignancies.;Target:Fludarabine or fludarabine ph osphate (Fludara) is a chemotherapy drug used in the treatment of hematological malignancies (cancers of blood cells such as leukemias and lymphomas). It is a purine analog, which interferes with DNA synthesis. Fludarabine is highly effective in the treatment of chronic lymphocytic leukemia, producing higher response rates than alkylating agents such as chlorambucil alone.Fludarabine is a purine analog, and can be given both orally and intravenously. Fludarabine inhibits DNA synthesis by interfering with ribonucleotide reductase and DNA polymerase. It is active against both dividing and resting cells. Being phosphorylated, fludarabine is ionized at physiologic pH and is effectually trapped in blood. This provides some level of specificity for blood cells, both cancerous and healthy. Fludarabine is associated with the MedChem Express HY-B0069
      Nucleoside antimetabolite/analog MedChem Express HY-B0069
      Purine analog that inhibits DNA synthesis. Exhibits antiproliferative activity (IC50 = 1.54 ?M in RPMI cells) and triggers apoptosis through increasing Bax and decreasing Bid, XIAP and survivin expres sion. Inhibits cytokine-induced activation of STAT1 and STAT1-dependent gene transcription in lymphocytes. Also displays anticancer activity against hematological malignancies in vivo. Tocris Bioscience 3495
      Purine analog that inhibits DNA synthesis. Exhibits antiproliferative activity (IC50 = 1.54 ?M in RPMI cells) and triggers apoptosis through increasing Bax and decreasing Bid, XIAP and survivin expression. Inhibits cytokine-induced activation of STAT1 and STAT1-dependent gene transcription in lymphocytes. Also displays anticancer activity against hematological malignancies in vivo. Tocris Bioscience 3495
      Purine analog that inhibits DNA synthesis. Exhibits antiproliferative activity (IC50 = 1.54 muM in RPMI cells) and triggers apoptosis through increasing Bax and decreasing Bid, XIAP and survivin expression. Inhibits cytokine-induced activation of STAT1 and STAT1-dependent gene transcription in lymphocytes. Also displays anticancer activity against hematological malignancies in vivo. Tocris Bioscience 3495
      Purine analog; inhibits DNA synthesis Tocris Bioscience 3495

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

Density: 2.2±0.1 g/cm3
Boiling Point: 747.3±70.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.6 mmHg at 25°C
Enthalpy of Vaporization: 114.3±3.0 kJ/mol
Flash Point: 405.8±35.7 °C
Index of Refraction: 1.876
Molar Refractivity: 59.8±0.5 cm3
#H bond acceptors: 9
#H bond donors: 5
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 1
ACD/LogP: -0.40
ACD/LogD (pH 5.5): -0.86
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 8.11
ACD/LogD (pH 7.4): -0.86
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 8.11
Polar Surface Area: 140 Å2
Polarizability: 23.7±0.5 10-24cm3
Surface Tension: 98.6±7.0 dyne/cm
Molar Volume: 131.1±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) =  -1.18
    Log Kow (Exper. database match) =  -0.80
       Exper. Ref:  BioByte (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  534.66  (Adapted Stein & Brown method)
    Melting Pt (deg C):  228.79  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.71E-015  (Modified Grain method)
    MP  (exp database):  260 deg C
    Subcooled liquid VP: 1.38E-012 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):  3531
       log Kow used: -0.80 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aromatic Amines
       Imidazoles

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.30E-022  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.943E-019 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.80  (exp database)
  Log Kaw used:  -20.275  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  19.475
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.3032
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4982  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.7199  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3155
   Biowin6 (MITI Non-Linear Model):   0.0003
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.7877
 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):  1.84E-010 Pa (1.38E-012 mm Hg)
  Log Koa (Koawin est  ): 19.475
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.63E+004 
       Octanol/air (Koa) model:  7.33E+006 
   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 = 238.3639 E-12 cm3/molecule-sec
      Half-Life =     0.045 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.538 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    :  10
      Log Koc:  1.000 

 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: -0.80 (expkow database)

 Volatilization from Water:
    Henry LC:  1.3E-022 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 7.606E+018  hours   (3.169E+017 days)
    Half-Life from Model Lake : 8.298E+019  hours   (3.457E+018 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.76  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       4.26e-009       1.08         1000       
   Water     46.4            900          1000       
   Soil      53.6            1.8e+003     1000       
   Sediment  0.0891          8.1e+003     0          
     Persistence Time: 974 hr




                    

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