ChemSpider 2D Image | tipifarnib | C27H22Cl2N4O

tipifarnib

  • Molecular FormulaC27H22Cl2N4O
  • Average mass489.396 Da
  • Monoisotopic mass488.117065 Da
  • ChemSpider ID140122
  • defined stereocentres - 1 of 1 defined stereocentres


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

192185-72-1 [RN]
2(1H)-Quinolinone, 6-[(R)-amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methyl- [ACD/Index Name]
6-[(R)-Amino(4-chlorophényl)(1-méthyl-1H-imidazol-5-yl)méthyl]-4-(3-chlorophényl)-1-méthyl-2(1H)-quinoléinone [French] [ACD/IUPAC Name]
6-[(R)-Amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone [ACD/IUPAC Name]
6-[(r)-amino(4-chlorophenyl)(1-methyl-1h-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methylquinolin-2(1h)-one
6-[(R)-Amino(4-chlorphenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorphenyl)-1-methyl-2(1H)-chinolinon [German] [ACD/IUPAC Name]
8066
MAT637500A
tipifarnib [French] [INN]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

IND 58359 [DBID]
R115777 [DBID]
R-115777 [DBID]
D03720 [DBID]
NSC-702818 [DBID]
R 115777 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      P261; P262 Biosynth Q-102509
    • Bio Activity:

      Farnesyl Transferase MedChem Express HY-10502
      Metabolic Enzyme/Protease; MedChem Express HY-10502
      Others MedChem Express HY-10502
      Tipifarnib (IND 58359; R115777) is a potent and specific farnesyltransferase inhibitor with an IC50 of 0.6 nM. MedChem Express
      Tipifarnib (IND 58359; R115777) is a potent and specific farnesyltransferase inhibitor with an IC50 of 0.6 nM.; IC50 value: 0.6 nM; Target: farnesyl transferase; Tipifarnib is a nonpeptidomimetic quinolinone with potential antineoplastic activity. MedChem Express HY-10502
      Tipifarnib (IND 58359; R115777) is a potent and specific farnesyltransferase inhibitor with an IC50 of 0.6 nM.;IC50 value: 0.6 nM;Target: farnesyl transferase;Tipifarnib is a nonpeptidomimetic quinolinone with potential antineoplastic activity. Tipifarnib (Zarnestra; IND 58359; R115777) binds to and inhibits the enzyme farnesyl protein transferase, an enzyme involved in protein processing (farnesylation) for signal transduction. By inhibiting the farnesylation of proteins, it prevents the activation of Ras oncogenes, inhibits cell growth, induces apoptosis, and inhibits angiogenesis. MedChem Express HY-10502

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

Density: 1.3±0.1 g/cm3
Boiling Point: 681.7±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.1 mmHg at 25°C
Enthalpy of Vaporization: 100.0±3.0 kJ/mol
Flash Point: 366.1±31.5 °C
Index of Refraction: 1.672
Molar Refractivity: 137.3±0.5 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 4.94
ACD/LogD (pH 5.5): 2.68
ACD/BCF (pH 5.5): 20.84
ACD/KOC (pH 5.5): 79.97
ACD/LogD (pH 7.4): 4.37
ACD/BCF (pH 7.4): 1004.15
ACD/KOC (pH 7.4): 3854.02
Polar Surface Area: 64 Å2
Polarizability: 54.4±0.5 10-24cm3
Surface Tension: 51.2±7.0 dyne/cm
Molar Volume: 366.8±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) =  4.39

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  680.46  (Adapted Stein & Brown method)
    Melting Pt (deg C):  296.89  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.18E-016  (Modified Grain method)
    Subcooled liquid VP: 5.56E-013 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):  0.1489
       log Kow used: 4.39 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.43847 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines
       Benzyl Amines
       Acrylamides
       Imidazoles

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.67E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.240E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.39  (KowWin est)
  Log Kaw used:  -15.824  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  20.214
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3298
   Biowin2 (Non-Linear Model)     :   0.0027
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.4626  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.9062  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3901
   Biowin6 (MITI Non-Linear Model):   0.0001
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.1665
 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):  7.41E-011 Pa (5.56E-013 mm Hg)
  Log Koa (Koawin est  ): 20.214
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.05E+004 
       Octanol/air (Koa) model:  4.02E+007 
   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 = 148.3606 E-12 cm3/molecule-sec
      Half-Life =     0.072 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.865 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    25.199999 E-17 cm3/molecule-sec
      Half-Life =     0.045 Days (at 7E11 mol/cm3)
      Half-Life =      1.091 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    :  3.024E+006
      Log Koc:  6.481 

 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 = 2.681 (BCF = 479.9)
       log Kow used: 4.39 (estimated)

 Volatilization from Water:
    Henry LC:  3.67E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.529E+014  hours   (1.471E+013 days)
    Half-Life from Model Lake :  3.85E+015  hours   (1.604E+014 days)

 Removal In Wastewater Treatment:
    Total removal:              50.14  percent
    Total biodegradation:        0.48  percent
    Total sludge adsorption:    49.66  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       2.1e-005        0.669        1000       
   Water     3.69            4.32e+003    1000       
   Soil      92              8.64e+003    1000       
   Sediment  4.3             3.89e+004    0          
     Persistence Time: 8.44e+003 hr




                    

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