ChemSpider 2D Image | Nocodazole | C14H11N3O3S

Nocodazole

  • Molecular FormulaC14H11N3O3S
  • Average mass301.320 Da
  • Monoisotopic mass301.052124 Da
  • ChemSpider ID3979

More details:






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

[5-(2-Thiénylcarbonyl)-1H-benzimidazol-2-yl]carbamate de méthyle [French] [ACD/IUPAC Name]
250-626-5 [EINECS]
2-Benzimidazolecarbamic acid, 5-(2-thienoyl)-, methyl ester
2-Benzimidazolecarbamic acid, 5-(2-thienylcarbonyl)-, methyl ester
31430-18-9 [RN]
3974
Carbamic acid, N-[5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]-, methyl ester [ACD/Index Name]
Methyl [5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]carbamate [ACD/IUPAC Name]
methyl [5-(thiophen-2-ylcarbonyl)-1H-benzimidazol-2-yl]carbamate
Methyl 5-(2-thienoyl)-2-benzimidazolecarbamate
More...

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

74151_FLUKA [DBID]
AIDS029717 [DBID]
AIDS-029717 [DBID]
BAS 00319017 [DBID]
Bio1_000461 [DBID]
Bio1_000950 [DBID]
Bio1_001439 [DBID]
Bio2_000331 [DBID]
Bio2_000811 [DBID]
C13719 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      61-40-36/37/38 LKT Labs [N5409]
      GHS08 Biosynth W-202288
      H341; H361 Biosynth W-202288
      H360D H351 H315 H319 H335 LKT Labs [N5409]
      P281 Biosynth W-202288
      Warning Biosynth W-202288
      Xi, Carc., Repr. LKT Labs [N5409]
    • Chemical Class:

      A member of the class of benzimidazoles that is benzimidalole which is substituted at position 2 by a (methoxycarbonyl)amino group and at position 5 by a 2-thienoyl group. It is an antineoplastic agen t that exerts its effect by depolymerising microtubules. ChEBI CHEBI:34892
    • Therapeutical Effect:

      antineoplastic, antimitotic Microsource [01503266]
    • Compound Source:

      synthetic Microsource [01503266]
    • Bio Activity:

      Bcr-Abl Microtubule/Tubulin MedChem Express HY-13520
      Cell Biology Tocris Bioscience 1228
      Cell Cycle/DNA Damage MedChem Express HY-13520
      Cell Cycle/DNA Damage; Protein Tyrosine Kinase/RTK; MedChem Express HY-13520
      Cytoskeleton and Motor Proteins Tocris Bioscience 1228
      Microtubule inhibitor Tocris Bioscience 1228
      Microtubule inhibitor; inhibits mitosis. Also inhibits autophagosome-lysosome fusion. Tocris Bioscience 1228
      Microtubule inhibitor; inhibits mitosis. Also inhibits autophagosome-lysosome fusion. Enhances homology-directed repair (HDR) efficiency 9 to 31% (depending on cell cycle phase) and increases Cas9-mediated gene editing frequencies. Tocris Bioscience 1228
      Microtubule inhibitor; inhibits mitosis. Also inhibits autophagosome-lysosome fusion. Enhances homology-directed repair (HDR) efficiency and increases Cas9-mediated gene editing frequencies. Tocris Bioscience 1228
      Microtubule/Tubulin MedChem Express HY-13520
      Microtubules Tocris Bioscience 1228
      Nocodazole is a rapidly-reversible inhibitor of microtubule polymerization, also inhibits Abl, Abl(E255K) and Abl(T315I) with IC50 of 0.21 ?M, 0.53 ?M and 0.64 ?M, respectively.; IC50 value: 0.21 uM (Abl) [1]; Target: microtubule; Abl; in vitro: Nocodazole is a high-affinity ligand for the cancer-related kinases including Abl phosphorylated, c-Kit, BRAF, and MEK with Kd of 0.091 ?M, 1.6 ?M, 1.8 ?M and 1.6 ?M, respectively. MedChem Express HY-13520
  • Gas Chromatography

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

Density: 1.5±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.732
Molar Refractivity: 80.8±0.3 cm3
#H bond acceptors: 6
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 2.43
ACD/LogD (pH 5.5): 2.55
ACD/BCF (pH 5.5): 49.17
ACD/KOC (pH 5.5): 539.13
ACD/LogD (pH 7.4): 2.62
ACD/BCF (pH 7.4): 57.84
ACD/KOC (pH 7.4): 634.23
Polar Surface Area: 112 Å2
Polarizability: 32.0±0.5 10-24cm3
Surface Tension: 73.1±3.0 dyne/cm
Molar Volume: 202.1±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) =  2.53

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  528.87  (Adapted Stein & Brown method)
    Melting Pt (deg C):  226.08  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.54E-011  (Modified Grain method)
    Subcooled liquid VP: 5.07E-009 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):  83.8
       log Kow used: 2.53 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  537.26 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Esters
       Thiophenes
       Imidazoles

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.91E-016  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.675E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.53  (KowWin est)
  Log Kaw used:  -13.925  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.455
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6905
   Biowin2 (Non-Linear Model)     :   0.3288
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4641  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5844  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0603
   Biowin6 (MITI Non-Linear Model):   0.0151
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2080
 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):  6.76E-007 Pa (5.07E-009 mm Hg)
  Log Koa (Koawin est  ): 16.455
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.44 
       Octanol/air (Koa) model:  7E+003 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.994 
       Mackay model           :  0.997 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 142.9390 E-12 cm3/molecule-sec
      Half-Life =     0.075 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.898 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.995 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  620.7
      Log Koc:  2.793 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  2.616E-004  L/mol-sec
  Kb Half-Life at pH 8:      83.944  years  
  Kb Half-Life at pH 7:     839.445  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.406 (BCF = 2.546)
       log Kow used: 2.53 (estimated)

 Volatilization from Water:
    Henry LC:  2.91E-016 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.492E+012  hours   (1.455E+011 days)
    Half-Life from Model Lake :  3.81E+013  hours   (1.587E+012 days)

 Removal In Wastewater Treatment:
    Total removal:               3.18  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     3.08  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       6.27e-007       1.8          1000       
   Water     15.8            900          1000       
   Soil      84.1            1.8e+003     1000       
   Sediment  0.136           8.1e+003     0          
     Persistence Time: 1.66e+003 hr




                    

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