InChI=1/C22H21BrN2O3S/c1-4-28-22(27)16-17(24)20(19(26)14-8-10-15(23)11-9-14)29-21(16)25-18-12(2)6-5-7-13(18)3/h5-11,25H,4,24H2,1-3H3

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Search term: NWWVRWHTBGSMCT-UHFFFAOYAM
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Inherent Properties, Identifiers and References

ChemSpider ID:	2084905
Empirical Formula:	C₂₂H₂₁BrN₂O₃S
Molecular Weight:	473.3827
Nominal Mass:	472 Da
Average Mass:	473.3827 Da
Monoisotopic Mass:	472.045618 Da

Systematic Name:

ethyl 4-amino-5-(4-bromobenzoyl)-2-[(2,6-dimethylphenyl)amino]thiophene-3-carboxylate

SMILES:

Brc1ccc(cc1)C(=O)c3sc(Nc2c(cccc2C)C)c(c3N)C(=O)OCC

InChI:

InChI=1/C22H21BrN2O3S/c1-4-28-22(27)16-17(24)20(19(26)14-8-10-15(23)11-9-14)29-21(16)25-18-12(2)6-5-7-13(18)3/h5-11,25H,4,24H2,1-3H3

InChIKey:

NWWVRWHTBGSMCT-UHFFFAOYAM

Std. InChI:

InChI=1S/C22H21BrN2O3S/c1-4-28-22(27)16-17(24)20(19(26)14-8-10-15(23)11-9-14)29-21(16)25-18-12(2)6-5-7-13(18)3/h5-11,25H,4,24H2,1-3H3

Std. InChIKey:

NWWVRWHTBGSMCT-UHFFFAOYSA-N

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Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

ethyl 4-amino-5-(4-bromobenzoyl)-2-(2,6-dimethylanilino)thiophene-3-carboxylate

ACD/Labs Predicted Properties

ACD/LogP:	8.27	# of Rule of 5 Violations:	1
ACD/LogD (pH 5.5):		ACD/LogD (pH 7.4):
ACD/BCF (pH 5.5):		ACD/BCF (pH 7.4):
ACD/KOC (pH 5.5):		ACD/KOC (pH 7.4):
#H bond acceptors:	5	#H bond donors:	3
#Freely Rotating Bonds:	8	Polar Surface Area:	78.09 Å²
Index of Refraction:	1.663	Molar Refractivity:	121.78 cm³
Molar Volume:	328.4 cm³	Polarizability:	48.28 10^-24cm³
Surface Tension:	56.2 dyne/cm	Density:	1.441 g/cm³
Flash Point:	338.9 °C	Enthalpy of Vaporization:	94.07 kJ/mol
Boiling Point:	636.7 °C at 760 mmHg	Vapour Pressure:	4.1E-16 mmHg at 25°C

EPI Summary

            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  5.66

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  573.93  (Adapted Stein & Brown method)
    Melting Pt (deg C):  247.13  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.36E-012  (Modified Grain method)
    Subcooled liquid VP: 3.51E-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):  0.01555
       log Kow used: 5.66 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1.295 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aromatic Amines
       Esters
       Thiophenes

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.02E-016  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.448E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.66  (KowWin est)
  Log Kaw used:  -13.908  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  19.568
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.2347
   Biowin2 (Non-Linear Model)     :   0.0118
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.7152  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.8642  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1930
   Biowin6 (MITI Non-Linear Model):   0.0010
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.4047
 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):  4.68E-008 Pa (3.51E-010 mm Hg)
  Log Koa (Koawin est  ): 19.568
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  64.1 
       Octanol/air (Koa) model:  9.08E+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 = 201.9337 E-12 cm3/molecule-sec
      Half-Life =     0.053 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.636 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    :  4.392E+004
      Log Koc:  4.643 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  3.776E-002  L/mol-sec
  Kb Half-Life at pH 8:     212.462  days   
  Kb Half-Life at pH 7:       5.817  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 2.818 (BCF = 657.4)
       log Kow used: 5.66 (estimated)

 Volatilization from Water:
    Henry LC:  3.02E-016 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 4.218E+012  hours   (1.758E+011 days)
    Half-Life from Model Lake : 4.602E+013  hours   (1.917E+012 days)

 Removal In Wastewater Treatment:
    Total removal:              89.99  percent
    Total biodegradation:        0.76  percent
    Total sludge adsorption:    89.24  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       1.48e-006       1.27         1000       
   Water     1.68            4.32e+003    1000       
   Soil      67.1            8.64e+003    1000       
   Sediment  31.2            3.89e+004    0          
     Persistence Time: 1.17e+004 hr

SimBioSys LASSO

Descriptors: 0, 0, 0, 3, 0, 0, 0, 4, 1, 0, 0, 0, 9, 7, 2, 1, 17, 2, 2, 3, 0, 3, 0, 0

Category	Target	PDB Code	LASSO Score
Kinases	SRC, tyrosine kinase SRC	2src	0.81
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.71
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.57
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.39
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.16
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.12
Kinases	EGFr, epidermal growth factor receptor	1m17	0.06
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.05
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.03
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.02
Serine Proteases	FXa, factor Xa	1f0r	0.02
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.02
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.01
Other Enzymes	HIVPR, HIV protease	1hpx	0.01
Kinases	HSP90, human heat shock protein 90	1uy6	0.01
Serine Proteases	Thrombin	1ba8	0.01
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.01
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.01
Metalloenzymes	PDE5, phosphodiesterase 5	1xp0	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.01
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.01
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.01
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.01
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.00
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.00
Serine Proteases	Trypsin	1bju	0.00
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.00
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.00
Other Enzymes	ALR2, aldose reductase	1ah3	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Other Enzymes	NA, neuraminidase	1a4g	0.00
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.00
Kinases	TK, thymidine kinase	1kim	0.00
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00