ChemSpider 2D Image | PAC-1 | C23H28N4O2

PAC-1

  • Molecular FormulaC23H28N4O2
  • Average mass392.494 Da
  • Monoisotopic mass392.221222 Da
  • ChemSpider ID7949037

  • Double-bond stereo - Double-bond stereo

More details:

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

(4-Benzylpiperazino)acetic acid (3-allyl-2-hyroxybenzylidene)hydrazide
1-Piperazineacetic acid, 2-(phenylmethyl)-,[[2-hydroxy-3-(2-propenyl)phenyl]methylene]hyrrazide
1-Piperazineacetic acid, 4-(phenylmethyl)-, 2-[(1E)-[2-hydroxy-3-(2-propen-1-yl)phenyl]methylene]hydrazide [ACD/Index Name]
9LIS8N0B2C
MFCD03302441 [MDL number]
N'-[(E)-(3-Allyl-2-hydroxyphenyl)methylen]-2-(4-benzyl-1-piperazinyl)acetohydrazid [German] [ACD/IUPAC Name]
N'-[(E)-(3-Allyl-2-hydroxyphenyl)methylene]-2-(4-benzyl-1-piperazinyl)acetohydrazide [ACD/IUPAC Name]
N'-[(E)-(3-Allyl-2-hydroxyphényl)méthylène]-2-(4-benzyl-1-pipérazinyl)acétohydrazide [French] [ACD/IUPAC Name]
PAC-1 [Wiki]
(4-Benzylpiperazino)aceticacid(3-allyl-2-hyroxybenzylidene)hydrazide
More...
  • References
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      Activator of procaspase-3; pro-apoptotic Tocris Bioscience 2581
      Apoptosis MedChem Express HY-13523
      Apoptosis; MedChem Express HY-13523
      Biochemicals & small molecules/Agonists & activators Hello Bio HB1291
      Caspase MedChem Express HY-13523
      Caspases Tocris Bioscience 2581
      Enzymes Tocris Bioscience 2581
      Enzymes/Protease / Peptidase/Caspase Hello Bio HB1291
      PAC-1(Procaspase-activating compound-1) is the first direct caspase-activating compound with EC50 of 0.22 uM; enhances the activity of procaspase-3 in vitro and induces apoptotic death in cancer cells in culture and in mouse xenograft models.; IC50 value: 0.22 uM (EC50) [1]; Target: Procaspase activator; in vitro: PAC-1 activates procaspase-7 in a less efficient manner with EC50 of 4.5 ?M. MedChem Express HY-13523
      Procaspase-activating compound Hello Bio HB1291
      Procaspase-activating compound. Chelates inhibitory zinc ions and activates procaspase-3 to caspase-3 (EC<sub>50</sub> = 0.22 &micro;M). Activates procaspase-7 (EC<sub>50</sub> = 4.5 &micro;M). No effect at low pH as procaspase autoactivates. Causes Ero1&alpha;-dependent calcium leakage from the endoplasmic reticulum to mitochondria. Shows apoptotic and anti-cancer actions. Hello Bio HB1291
      Procaspase-activating compound; activates procaspase-3 to produce caspase-3 (EC50 = 0.22 ?M). Also activates procaspase-7 in a less efficient manner (EC50 = 4.5 ?M). Pro-apoptotic; induces apoptosis i n both cancerous and non-cancerous cells dependent on procaspase-3 concentration (IC50 values are 0.003 - 1.41 and 5.02 - 9.98 ?M respectively). Tocris Bioscience 2581
      Procaspase-activating compound; activates procaspase-3 to produce caspase-3 (EC50 = 0.22 ?M). Also activates procaspase-7 in a less efficient manner (EC50 = 4.5 ?M). Pro-apoptotic; induces apoptosis in both cancerous and non-cancerous cells dependent on procaspase-3 concentration (IC50 values are 0.003 - 1.41 and 5.02 - 9.98 ?M respectively). Tocris Bioscience 2581
      Procaspase-activating compound; activates procaspase-3 to produce caspase-3 (EC50 = 0.22 muM). Also activates procaspase-7 in a less efficient manner (EC50 = 4.5 muM). Pro-apoptotic; induces apoptosis in both cancerous and non-cancerous cells dependent on procaspase-3 concentration (IC50 values are 0.003 - 1.41 and 5.02 - 9.98 muM respectively). Tocris Bioscience 2581
      Proteases Tocris Bioscience 2581

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

Density: 1.1±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.597
Molar Refractivity: 116.4±0.5 cm3
#H bond acceptors: 6
#H bond donors: 2
#Freely Rotating Bonds: 8
#Rule of 5 Violations: 0
ACD/LogP: 4.26
ACD/LogD (pH 5.5): 2.42
ACD/BCF (pH 5.5): 22.73
ACD/KOC (pH 5.5): 163.01
ACD/LogD (pH 7.4): 3.39
ACD/BCF (pH 7.4): 210.74
ACD/KOC (pH 7.4): 1511.52
Polar Surface Area: 68 Å2
Polarizability: 46.2±0.5 10-24cm3
Surface Tension: 45.9±7.0 dyne/cm
Molar Volume: 341.8±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) =  3.41

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  580.94  (Adapted Stein & Brown method)
    Melting Pt (deg C):  250.41  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  7.07E-014  (Modified Grain method)
    Subcooled liquid VP: 2E-011 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):  15.78
       log Kow used: 3.41 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  14773 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines
       Hydrazines
       Phenols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.44E-020  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.314E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.41  (KowWin est)
  Log Kaw used:  -17.462  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  20.872
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4487
   Biowin2 (Non-Linear Model)     :   0.0235
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.8257  (months      )
   Biowin4 (Primary Survey Model) :   2.6815  (weeks-months)
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.4695
   Biowin6 (MITI Non-Linear Model):   0.0005
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.5488
 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):  2.67E-009 Pa (2E-011 mm Hg)
  Log Koa (Koawin est  ): 20.872
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.13E+003 
       Octanol/air (Koa) model:  1.83E+008 
   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 = 278.4568 E-12 cm3/molecule-sec
      Half-Life =     0.038 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    27.656 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.200000 E-17 cm3/molecule-sec
      Half-Life =     0.955 Days (at 7E11 mol/cm3)
      Half-Life =     22.920 Hrs
   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    :  3.908E+006
      Log Koc:  6.592 

 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 = 1.928 (BCF = 84.66)
       log Kow used: 3.41 (estimated)

 Volatilization from Water:
    Henry LC:  8.44E-020 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.374E+016  hours   (5.726E+014 days)
    Half-Life from Model Lake : 1.499E+017  hours   (6.247E+015 days)

 Removal In Wastewater Treatment:
    Total removal:              11.14  percent
    Total biodegradation:        0.17  percent
    Total sludge adsorption:    10.97  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       3.08e-008       0.886        1000       
   Water     9.38            1.44e+003    1000       
   Soil      90              2.88e+003    1000       
   Sediment  0.643           1.3e+004     0          
     Persistence Time: 2.81e+003 hr

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