ChemSpider 2D Image | Lorcaserin | C11H14ClN

Lorcaserin

  • Molecular FormulaC11H14ClN
  • Average mass195.689 Da
  • Monoisotopic mass195.081482 Da
  • ChemSpider ID9833595
  • defined stereocentres - 1 of 1 defined stereocentres


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Featured data source



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

(1R)-8-Chlor-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepin [German] [ACD/IUPAC Name]
(1R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine [ACD/IUPAC Name]
(1R)-8-Chloro-1-méthyl-2,3,4,5-tétrahydro-1H-3-benzazépine [French] [ACD/IUPAC Name]
1H-3-Benzazepine, 8-chloro-2,3,4,5-tetrahydro-1-methyl-, (1R)- [ACD/Index Name]
616202-92-7 [RN]
8765
APD-356
Belviq [Trade name]
Lorcaserin [Wiki]
(1R)-8-chloro-2,3,4,5-tetrahydro-1-methyl-1H-3-benzazepine
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

637E494O0Z [DBID]
UNII-637E494O0Z [DBID]
APD356 [DBID]
UNII:637E494O0Z [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      A08AA11 Wikidata Q340139
    • Chemical Class:

      A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine substituted at position 1 by a methyl group and a t position 6 by a chloro group. ChEBI CHEBI:65353
    • Bio Activity:

      5-HT Receptor MedChem Express HY-11093
      GPCR/G protein MedChem Express HY-11093
      GPCR/G protein; Neuronal Signaling; MedChem Express HY-11093
      Lorcaserin(APD356) is a selective full agonist of human 5-HT2C receptor with Ki of 15 nM. MedChem Express
      Lorcaserin(APD356) is a selective full agonist of human 5-HT2C receptor with Ki of 15 nM.; IC50 value: 15 nM (Ki, Human 5-HT2c); 29 nM (Ki, Rat 5-HT2c) [1]; Target: 5-HT2c receptor; in vitro: lorcaserin, a selective, high affinity 5-HT(2C) full agonist. MedChem Express HY-11093
      Lorcaserin(APD356) is a selective full agonist of human 5-HT2C receptor with Ki of 15 nM.;IC50 value: 15 nM (Ki, Human 5-HT2c); 29 nM (Ki, Rat 5-HT2c) [1];Target: 5-HT2c receptor;In vitro: lorcaserin, a selective, high affinity 5-HT(2C) full agonist. Lorcaserin bound to human and rat 5-HT(2C) receptors with high affinity (K(i) = 15 +/- 1 nM, 29 +/- 7 nM, respectively), and it was a full agonist for the human 5-HT(2C) receptor in a functional inositol phosphate accumulation assay, with 18- and 104-fold selectivity over 5-HT(2A) and 5-HT(2B) receptors, respectively. Lorcaserin was also highly selective for human 5-HT(2C) over other human 5-HT receptors (5-HT(1A), 5-HT(3), 5-HT(4C), 5-HT5(5A), 5-HT(6), and 5-HT(7)), in addition to a panel of 67 other G protein-coupled receptors and ion channels. Lorcaserin did not compete for binding of ligands to serotonin, dopamine, and norepinephrine transporters, and it did not alter their function in vitro [1].;In vivo: Lorcaserin is potent in i MedChem Express HY-11093

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

Density: 1.1±0.1 g/cm3
Boiling Point: 288.1±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.6 mmHg at 25°C
Enthalpy of Vaporization: 52.7±3.0 kJ/mol
Flash Point: 128.1±27.3 °C
Index of Refraction: 1.527
Molar Refractivity: 56.0±0.3 cm3
#H bond acceptors: 1
#H bond donors: 1
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 2.89
ACD/LogD (pH 5.5): -0.27
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): 0.34
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 2.69
Polar Surface Area: 12 Å2
Polarizability: 22.2±0.5 10-24cm3
Surface Tension: 34.7±3.0 dyne/cm
Molar Volume: 182.0±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) =  3.57

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  282.43  (Adapted Stein & Brown method)
    Melting Pt (deg C):  72.91  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.00174  (Modified Grain method)
    Subcooled liquid VP: 0.00494 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):  421.7
       log Kow used: 3.57 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1147.9 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines
       Vinyl/Allyl Halides

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.53E-005  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.062E-006 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.57  (KowWin est)
  Log Kaw used:  -3.204  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  6.774
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6968
   Biowin2 (Non-Linear Model)     :   0.3745
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.6180  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5081  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2549
   Biowin6 (MITI Non-Linear Model):   0.0335
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3780
 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):  0.659 Pa (0.00494 mm Hg)
  Log Koa (Koawin est  ): 6.774
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.55E-006 
       Octanol/air (Koa) model:  1.46E-006 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.000164 
       Mackay model           :  0.000364 
       Octanol/air (Koa) model:  0.000117 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 196.3731 E-12 cm3/molecule-sec
      Half-Life =     0.054 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.654 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     7.509580 E-17 cm3/molecule-sec
      Half-Life =     0.153 Days (at 7E11 mol/cm3)
      Half-Life =      3.663 Hrs
   Fraction sorbed to airborne particulates (phi): 0.000264 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3107
      Log Koc:  3.492 

 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 = 2.046 (BCF = 111.2)
       log Kow used: 3.57 (estimated)

 Volatilization from Water:
    Henry LC:  1.53E-005 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:      54.96  hours   (2.29 days)
    Half-Life from Model Lake :      716.8  hours   (29.87 days)

 Removal In Wastewater Treatment:
    Total removal:              15.39  percent
    Total biodegradation:        0.20  percent
    Total sludge adsorption:    14.47  percent
    Total to Air:                0.73  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.0478          0.963        1000       
   Water     17              900          1000       
   Soil      81.5            1.8e+003     1000       
   Sediment  1.45            8.1e+003     0          
     Persistence Time: 1.04e+003 hr




                    

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