InChI=1/C22H18BrNO6/c1-28-10-9-24-18(12-3-5-13(6-4-12)22(27)29-2)17-19(25)15-11-14(23)7-8-16(15)30-20(17)21(24)26/h3-8,11,18H,9-10H2,1-2H3

Inherent Properties, Identifiers and References

ChemSpider ID:	3893559
Empirical Formula:	C₂₂H₁₈BrNO₆
Molecular Weight:	472.2854
Nominal Mass:	471 Da
Average Mass:	472.2854 Da
Monoisotopic Mass:	471.031742 Da

Systematic Name:

methyl 4-[7-bromo-2-(2-methoxyethyl)-3,9-dioxo-1,2,3,9-tetrahydrochromeno[2,3-c]pyrrol-1-yl]benzoate

SMILES:

O=C(OC)c1ccc(cc1)C3C=2C(=O)c4c(OC=2C(=O)N3CCOC)ccc(Br)c4 Copy

InChI:

InChI=1/C22H18BrNO6/c1-28-10-9-24-18(12-3-5-13(6-4-12)22(27)29-2)17-19(25)15-11-14(23)7-8-16(15)30-20(17)21(24)26/h3-8,11,18H,9-10H2,1-2H3 Copy

InChIKey:

NCNLTPBIWMLRQD-UHFFFAOYAI

Std. InChI:

InChI=1S/C22H18BrNO6/c1-28-10-9-24-18(12-3-5-13(6-4-12)22(27)29-2)17-19(25)15-11-14(23)7-8-16(15)30-20(17)21(24)26/h3-8,11,18H,9-10H2,1-2H3 Copy

Std. InChIKey:

NCNLTPBIWMLRQD-UHFFFAOYSA-N

Patents

Articles

Identifiers

Predicted Properties

ACD/Labs
EPI Summary
NMRShiftDB

ACD/LogP:	3.50	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	3.5	ACD/LogD (pH 7.4):	3.5
ACD/BCF (pH 5.5):	268.3	ACD/BCF (pH 7.4):	268.3
ACD/KOC (pH 5.5):	1905.54	ACD/KOC (pH 7.4):	1905.54
#H bond acceptors:	7	#H bond donors:	0
#Freely Rotating Bonds:	6	Polar Surface Area:	82.14 Å²
Index of Refraction:	1.665	Molar Refractivity:	110.27 cm³
Molar Volume:	296.6 cm³	Polarizability:	43.71 10^-24cm³
Surface Tension:	66.6 dyne/cm	Density:	1.59 g/cm³
Flash Point:	338.6 °C	Enthalpy of Vaporization:	94 kJ/mol
Boiling Point:	636.2 °C at 760 mmHg	Vapour Pressure:	4.36E-16 mmHg at 25°C

                    
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  2.99

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  585.02  (Adapted Stein & Brown method)
    Melting Pt (deg C):  252.31  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.07E-013  (Modified Grain method)
    Subcooled liquid VP: 1.81E-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):  2.995
       log Kow used: 2.99 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1000.7 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Esters
       Vinyl/Allyl Ketones
       Vinyl/Allyl Halides
       Vinyl/Allyl Ethers
       Acrylamides

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.04E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.259E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.99  (KowWin est)
  Log Kaw used:  -16.371  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  19.361
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.1730
   Biowin2 (Non-Linear Model)     :   0.0002
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2306  (months      )
   Biowin4 (Primary Survey Model) :   3.5944  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1362
   Biowin6 (MITI Non-Linear Model):   0.0025
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.7836
 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):  2.41E-008 Pa (1.81E-010 mm Hg)
  Log Koa (Koawin est  ): 19.361
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  124 
       Octanol/air (Koa) model:  5.64E+006 
   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 = 120.0174 E-12 cm3/molecule-sec
      Half-Life =     0.089 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.069 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    13.938400 E-17 cm3/molecule-sec
      Half-Life =     0.082 Days (at 7E11 mol/cm3)
      Half-Life =      1.973 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    :  53.81
      Log Koc:  1.731 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  1.936E-002  L/mol-sec
  Kb Half-Life at pH 8:       1.135  years  
  Kb Half-Life at pH 7:      11.347  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.604 (BCF = 40.19)
       log Kow used: 2.99 (estimated)

 Volatilization from Water:
    Henry LC:  1.04E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.223E+015  hours   (5.098E+013 days)
    Half-Life from Model Lake : 1.335E+016  hours   (5.561E+014 days)

 Removal In Wastewater Treatment:
    Total removal:               5.61  percent
    Total biodegradation:        0.12  percent
    Total sludge adsorption:     5.48  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       4.44e-008       1.03         1000       
   Water     10.8            1.44e+003    1000       
   Soil      89              2.88e+003    1000       
   Sediment  0.263           1.3e+004     0          
     Persistence Time: 2.68e+003 hr

SimBioSys LASSO