ChemSpider 2D Image | CL 387,785 | C18H13BrN4O

CL 387,785

  • Molecular FormulaC18H13BrN4O
  • Average mass381.226 Da
  • Monoisotopic mass380.027252 Da
  • ChemSpider ID2674

More details:






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

194423-06-8 [RN]
2-ButynaMide, N-[4-[(3-broMophenyl)aMino]-6-quinazolinyl]- [ACD/Index Name]
CL 387,785
N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-2-butynamide
N-{4-[(3-Bromophenyl)amino]-6-quinazolinyl}-2-butynamide [ACD/IUPAC Name]
N-{4-[(3-Bromophényl)amino]-6-quinazolinyl}-2-butynamide [French] [ACD/IUPAC Name]
N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}but-2-ynamide
N-{4-[(3-Bromphenyl)amino]-6-chinazolinyl}-2-butinamid [German] [ACD/IUPAC Name]
[194423-06-8] [RN]
1261600-84-3 [RN]
More...

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

CL-387785 [DBID]
B4W27J1Z8B [DBID]
CL 387785 [DBID]
cl-387785(eki-785) [DBID]
CL-387785(EKI785; WAY-EKI 785) [DBID]
EKI-785;WAY-EKI 785;CL387785;CL 387785;EKI785;WAY-EKI785;EKI 785 [DBID]
HSCI1_000126 [DBID]
UNII:B4W27J1Z8B [DBID]
UNII-B4W27J1Z8B [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Target Organs:

      EGFR inhibitor TargetMol T2245
    • Chemical Class:

      A member of the class of quinazolines that is 4,6-diaminoquinazoine in which the one of the hydrogens attached to the amino group at position 4 has been replaced by a <ital>m</ital>-bromophenyl group while one of the hydrogens attached to the amino group at position 6 has been replaced by a but-2-ynoyl group. ChEBI CHEBI:90180
    • Bio Activity:

      CL-387785(EKI785; WAY-EKI 785) is an irreversible inhibitor of EGFR with IC50 of 370+/-120 pM; is able to overcome resistance caused by the T790M mutation on a functional level. MedChem Express
      CL-387785(EKI785; WAY-EKI 785) is an irreversible inhibitor of EGFR with IC50 of 370+/-120 pM; is able to overcome resistance caused by the T790M mutation on a functional level.;IC50 value: 370+/-120 pM;Target: EGFR;In vitro: CL-387785 blocked EGF-stimulated autophosphorylation of the receptor in cells (ic50 approximately 5 nM), inhibited cell proliferation (IC50 = 31-125 nM) primarily in a cytostatic manner in cell lines that overexpress EGF-R or c-erbB-2 [1]. Whereas transformation by most EGFR mutants confers on cells sensitivity to erlotinib and gefitinib, transformation by an exon 20 insertion makes cells resistant to these inhibitors but more sensitive to the irreversible inhibitor CL-387,785 [3]. CL-387,785 is able to overcome resistance caused by the T790M mutation on a functional level, correlating with effective inhibition of downstream signaling pathways [4].;In vivo: CL-387785 profoundly blocked the growth of a tumor that overexpresses EGF-R in nude mice (when given or MedChem Express HY-10325
      EGFR MedChem Express HY-10325
      EGFR TargetMol T2245
      JAK/STAT Signaling; Protein Tyrosine Kinase/RTK; MedChem Express HY-10325
      Tyrosine Kinase/Adaptors TargetMol T2245

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

Density: 1.6±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.755
Molar Refractivity: 98.9±0.3 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 4.68
ACD/LogD (pH 5.5): 3.71
ACD/BCF (pH 5.5): 343.31
ACD/KOC (pH 5.5): 1947.37
ACD/LogD (pH 7.4): 3.94
ACD/BCF (pH 7.4): 575.20
ACD/KOC (pH 7.4): 3262.73
Polar Surface Area: 67 Å2
Polarizability: 39.2±0.5 10-24cm3
Surface Tension: 72.4±3.0 dyne/cm
Molar Volume: 241.6±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) =  3.69

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  555.87  (Adapted Stein & Brown method)
    Melting Pt (deg C):  238.70  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.05E-012  (Modified Grain method)
    Subcooled liquid VP: 1.03E-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):  2.837
       log Kow used: 3.69 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  127.98 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.70E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.929E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.69  (KowWin est)
  Log Kaw used:  -15.716  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  19.406
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4321
   Biowin2 (Non-Linear Model)     :   0.0356
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0315  (months      )
   Biowin4 (Primary Survey Model) :   3.2412  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.2202
   Biowin6 (MITI Non-Linear Model):   0.0018
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.8526
 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):  1.37E-007 Pa (1.03E-009 mm Hg)
  Log Koa (Koawin est  ): 19.406
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  21.8 
       Octanol/air (Koa) model:  6.25E+006 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.999 
       Mackay model           :  0.999 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 234.7140 E-12 cm3/molecule-sec
      Half-Life =     0.046 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.547 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.003000 E-17 cm3/molecule-sec
      Half-Life =   382.000 Days (at 7E11 mol/cm3)
   Fraction sorbed to airborne particulates (phi): 0.999 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.844E+004
      Log Koc:  4.266 

 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 = 2.139 (BCF = 137.8)
       log Kow used: 3.69 (estimated)

 Volatilization from Water:
    Henry LC:  4.7E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.432E+014  hours   (1.013E+013 days)
    Half-Life from Model Lake : 2.653E+015  hours   (1.106E+014 days)

 Removal In Wastewater Treatment:
    Total removal:              18.13  percent
    Total biodegradation:        0.22  percent
    Total sludge adsorption:    17.90  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       3.07e-008       1.09         1000       
   Water     8.89            1.44e+003    1000       
   Soil      89.9            2.88e+003    1000       
   Sediment  1.24            1.3e+004     0          
     Persistence Time: 2.87e+003 hr




                    

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