InChI=1/C20H22N2O4S3/c1-26-12-11-22-17-9-8-16(29(2,24)25)14-18(17)28-20(22)21-19(23)10-13-27-15-6-4-3-5-7-15/h3-9,14H,10-13H2,1-2H3/b21-20-

Inherent Properties, Identifiers and References

ChemSpider ID:	4396474
Empirical Formula:	C₂₀H₂₂N₂O₄S₃
Molecular Weight:	450.5947
Nominal Mass:	450 Da
Average Mass:	450.5947 Da
Monoisotopic Mass:	450.074167 Da

Systematic Name:

N-[(2Z)-3-(2-methoxyethyl)-6-(methylsulfonyl)-1,3-benzothiazol-2(3H)-ylidene]-3-(phenylsulfanyl)propanamide

SMILES:

O=S(=O)(c3ccc2c(S\C(=N/C(=O)CCSc1ccccc1)N2CCOC)c3)C Copy

InChI:

InChI=1/C20H22N2O4S3/c1-26-12-11-22-17-9-8-16(29(2,24)25)14-18(17)28-20(22)21-19(23)10-13-27-15-6-4-3-5-7-15/h3-9,14H,10-13H2,1-2H3/b21-20- Copy

InChIKey:

ZWLBNDMFUJSNFN-MRCUWXFGBN

Std. InChI:

InChI=1S/C20H22N2O4S3/c1-26-12-11-22-17-9-8-16(29(2,24)25)14-18(17)28-20(22)21-19(23)10-13-27-15-6-4-3-5-7-15/h3-9,14H,10-13H2,1-2H3/b21-20- Copy

Std. InChIKey:

ZWLBNDMFUJSNFN-MRCUWXFGSA-N

Patents

Articles

Predicted Properties

Pred. Prop. (ACD/Labs)
Pred. Prop. (EPISuite)
NMRShiftDB

ACD/LogP:	2.52	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	2.52	ACD/LogD (pH 7.4):	2.52
ACD/BCF (pH 5.5):	48.6	ACD/BCF (pH 7.4):	48.6
ACD/KOC (pH 5.5):	560.91	ACD/KOC (pH 7.4):	560.91
#H bond acceptors:	6	#H bond donors:	0
#Freely Rotating Bonds:	9	Polar Surface Area:	135.02 Å²
Index of Refraction:	1.642	Molar Refractivity:	121.33 cm³
Molar Volume:	335.6 cm³	Polarizability:	48.09 10^-24cm³
Surface Tension:	53 dyne/cm	Density:	1.34 g/cm³
Flash Point:	357.8 °C	Enthalpy of Vaporization:	98.18 kJ/mol
Boiling Point:	667.9 °C at 760 mmHg	Vapour Pressure:	1.05E-17 mmHg at 25°C

                    
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  2.18

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  598.44  (Adapted Stein & Brown method)
    Melting Pt (deg C):  258.58  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.27E-013  (Modified Grain method)
    Subcooled liquid VP: 8.1E-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):  20.13
       log Kow used: 2.18 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  25.285 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.21E-019  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  6.686E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.18  (KowWin est)
  Log Kaw used:  -16.474  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  18.654
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3138
   Biowin2 (Non-Linear Model)     :   0.0066
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2168  (months      )
   Biowin4 (Primary Survey Model) :   3.1928  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3627
   Biowin6 (MITI Non-Linear Model):   0.0004
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.0216
 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):  1.08E-008 Pa (8.1E-011 mm Hg)
  Log Koa (Koawin est  ): 18.654
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  278 
       Octanol/air (Koa) model:  1.11E+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 = 100.3878 E-12 cm3/molecule-sec
      Half-Life =     0.107 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.279 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    :  5.243E+004
      Log Koc:  4.720 

 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 = 0.982 (BCF = 9.597)
       log Kow used: 2.18 (estimated)

 Volatilization from Water:
    Henry LC:  8.21E-019 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.514E+015  hours   (6.307E+013 days)
    Half-Life from Model Lake : 1.651E+016  hours   (6.881E+014 days)

 Removal In Wastewater Treatment:
    Total removal:               2.45  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.35  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       1.05e-007       2.56         1000       
   Water     19.5            1.44e+003    1000       
   Soil      80.4            2.88e+003    1000       
   Sediment  0.0979          1.3e+004     0          
     Persistence Time: 2.07e+003 hr

SimBioSys LASSO

RSC Databases