ChemSpider 2D Image | (R)-CPP | C8H17N2O5P

(R)-CPP

  • Molecular FormulaC8H17N2O5P
  • Average mass252.205 Da
  • Monoisotopic mass252.087509 Da
  • ChemSpider ID5036066

  • defined stereocentres - 1 of 1 defined stereocentres

More details:

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

(2R)-4-(3-Phosphonopropyl)-2-piperazincarbonsäure [German] [ACD/IUPAC Name]
(2R)-4-(3-Phosphonopropyl)-2-piperazinecarboxylic acid [ACD/IUPAC Name]
(2R)-4-(3-Phosphonopropyl)piperazine-2-carboxylic acid
(R)-CPP
126453-07-4 [RN]
2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (2R)- [ACD/Index Name]
Acide (2R)-4-(3-phosphonopropyl)-2-pipérazinecarboxylique [French] [ACD/IUPAC Name]
( R )-CPP
(RS)-3-(2-Carboxypiperazin-4-yl)-propyl-1-phosphonic acid
(R)-4-(3-phosphonopropyl)piperazine-2-carboxylic acid
More...

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

Lopac-C-104 [DBID]
NCGC00015179-01 [DBID]
NCGC00024482-01 [DBID]
NCGC00024515-01 [DBID]
Tocris-0173 [DBID]
Tocris-0247 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      <p>Potent NMDA receptor antagonist. More active enantiomer of <a title="(RS)-CPP | NMDAR antagonist | Hello Bio" href="/rscpp.html">(RS)-CPP</a>. Selective for GluN2A subtypes over GluN2B, GluN2C and GluN2D subtypes (K<sub>i</sub> values are 41 nM, 0.27, 0.63 and 1.99 ?M respectively). Blocks NMDA receptor-mediated EPSCs. Shows antinociceptive effect. Active in vivo.</p> Hello Bio HB0021
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB0021
      Glutamate (Ionotropic) Receptors Tocris Bioscience 247
      Highly potent NMDA antagonist; more active isomer. Shows some selectivity for NR2A-containing receptors (Ki values are 0.041, 0.27, 0.63 and 1.99 ?M for inhibition of NR2A-, NR2B-, NR2C- and NR2D-cont aining recombinant NMDA receptors respectively). (RS)-CPP (Cat. No. 0173) also available. Tocris Bioscience 0247
      Highly potent NMDA antagonist; more active isomer. Shows some selectivity for NR2A-containing receptors (Ki values are 0.041, 0.27, 0.63 and 1.99 ?M for inhibition of NR2A-, NR2B-, NR2C- and NR2D-containing recombinant NMDA receptors respectively). (RS)-CPP (Cat. No. 0173) also available. Tocris Bioscience 247
      Highly potent NMDA antagonist; more active isomer. Shows some selectivity for NR2A-containing receptors (Ki values are 0.041, 0.27, 0.63 and 1.99 muM for inhibition of NR2A-, NR2B-, NR2C- and NR2D-containing recombinant NMDA receptors respectively). (RS)-CPP (Cat. No. 0173) also available. Tocris Bioscience 247
      Highly potent NMDA antagonist; more active isomer. Shows some selectivity for NR2A-containing receptors (Ki values are 0.041, 0.27, 0.63 and 1.99 muM for inhibition of NR2A-, NR2B-, NR2C- and NR2D-containing recombinant NMDA receptors respectively). Racemate also available. Tocris Bioscience 247
      Ion Channels Tocris Bioscience 247
      Ion channels/Ligand-gated ion channel/Ionotropic glutamate receptors/NMDA Hello Bio HB0021
      Ligand-gated Ion Channels Tocris Bioscience 247
      Potent NMDA antagonist; more active enantiomer of (RS)-CPP (Cat. No. 0173) Tocris Bioscience 0247, 247
      Potent NMDA receptor antagonist Hello Bio HB0021
      Potent NMDA receptor antagonist. Selective for GluN2A subtypes over GluN2B, GluN2C and GluN2D subtypes (K<sub>i</sub> values are 41 nM, 0.27, 0.63 and 1.99 &mu;M respectively). Blocks LTP induction, induces glutamate release and causes attention deficits in rats. Hello Bio HB0021

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

Density: 1.4±0.1 g/cm3
Boiling Point: 546.7±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.2 mmHg at 25°C
Enthalpy of Vaporization: 90.3±6.0 kJ/mol
Flash Point: 284.4±32.9 °C
Index of Refraction: 1.531
Molar Refractivity: 55.4±0.3 cm3
#H bond acceptors: 7
#H bond donors: 4
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: -2.18
ACD/LogD (pH 5.5): -5.07
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -5.60
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 120 Å2
Polarizability: 22.0±0.5 10-24cm3
Surface Tension: 61.3±3.0 dyne/cm
Molar Volume: 179.0±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) =  -3.98

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  480.00  (Adapted Stein & Brown method)
    Melting Pt (deg C):  304.03  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.95E-013  (Modified Grain method)
    Subcooled liquid VP: 2.58E-010 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):  4.892e+005
       log Kow used: -3.98 (estimated)
       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:
       Aliphatic Amines-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.09E-022  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.323E-019 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -3.98  (KowWin est)
  Log Kaw used:  -20.068  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.088
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6487
   Biowin2 (Non-Linear Model)     :   0.2607
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7761  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6247  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3113
   Biowin6 (MITI Non-Linear Model):   0.0533
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.1173
 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):  3.44E-008 Pa (2.58E-010 mm Hg)
  Log Koa (Koawin est  ): 16.088
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  87.2 
       Octanol/air (Koa) model:  3.01E+003 
   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 = 191.7417 E-12 cm3/molecule-sec
      Half-Life =     0.056 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.669 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    :  709.7
      Log Koc:  2.851 

 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: -3.98 (estimated)

 Volatilization from Water:
    Henry LC:  2.09E-022 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 4.449E+018  hours   (1.854E+017 days)
    Half-Life from Model Lake : 4.853E+019  hours   (2.022E+018 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  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       3.95e-011       1.34         1000       
   Water     39              360          1000       
   Soil      60.9            720          1000       
   Sediment  0.0713          3.24e+003    0          
     Persistence Time: 579 hr

Click to predict properties on the Chemicalize site


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