NP-MRD: Showing NP-Card for fipronil (NP0310948)

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Record Information

Version

2.0

Created at

2022-09-11 06:36:42 UTC

Updated at

2022-09-11 06:36:42 UTC

NP-MRD ID

NP0310948

Secondary Accession Numbers

None

Natural Product Identification

Common Name

fipronil

Description

Fipronil belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group. Organic nitriles are converted into cyanide ions through the action of cytochrome P450 enzymes in the liver. In cockroaches the feces and carcass can contain sufficient residual pesticide to kill others in the same nesting site. Fipronil is an extremely weak basic (essentially neutral) compound (based on its pKa). Fipronil is a potentially toxic compound. Consequently the primary mechanism of toxicity for organic nitriles is their production of toxic cyanide ions or hydrogen cyanide. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. fipronil is found in Streptomyces rochei. It complexes with the ferric iron atom in this enzyme.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652307282022142D          

 26 27  0  0  0  0            999 V2000
   -1.4884    0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665    3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034    1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    0.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -0.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3390    2.3690    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9731    0.6892    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226   -1.1407    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -0.9581    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052    0.0117    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.1161    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    5.4180    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    3.9891    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9512    3.4910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376    3.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2911    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 20 12  1  0  0  0  0
 21  3  3  0  0  0  0
 22 10  1  0  0  0  0
 23  7  2  0  0  0  0
 24  8  1  0  0  0  0
 24 10  1  0  0  0  0
 24 23  1  0  0  0  0
 26  9  1  0  0  0  0
 26 12  1  0  0  0  0
 26 25  2  0  0  0  0
M  END

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
   -3.7412   -2.6752   -2.8464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0324   -1.9902   -2.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775   -1.1328   -1.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8330   -1.1685   -1.4473 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -0.2392   -0.6159 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0515   -0.0605   -0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6679   -0.4899    0.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218   -1.2651    1.9559 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0141   -0.3240    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219    0.2742    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2774    0.4805    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0506   -0.1503   -0.7011 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5490    1.8404    0.1843 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6215    0.0167    1.4854 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2238    0.7125   -1.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676    0.5408   -1.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1525    1.1036   -2.8367 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600    0.4107   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2728    1.4646    0.8584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225   -0.1240   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1942    0.3205   -0.2006 S   0  0  0  0  0  4  0  0  0  0  0  0
   -4.2726    1.7800    0.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8442   -0.7205    1.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0973   -0.5780    2.2964 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335   -2.0471    0.7170 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1419   -0.3188    1.3697 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4370   -0.6760    1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8072    1.1977   -1.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7279    1.4333    1.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7685    2.3845    0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 20  2  0
 20  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 15  1  0
 15 16  2  0
 16 17  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
  3  2  1  0
  2  1  3  0
 20 21  1  0
 21 22  2  0
 21 23  1  1
 23 24  1  0
 23 25  1  0
 23 26  1  0
  5 18  1  0
 16  6  1  0
 19 29  1  0
 19 30  1  0
  9 27  1  0
 15 28  1  0
M  END


  Mrv1652307282022142D          

 26 27  0  0  0  0            999 V2000
   -1.4884    0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665    3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034    1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    0.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -0.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3390    2.3690    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9731    0.6892    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226   -1.1407    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -0.9581    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052    0.0117    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.1161    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    5.4180    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    3.9891    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9512    3.4910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376    3.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2911    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 20 12  1  0  0  0  0
 21  3  3  0  0  0  0
 22 10  1  0  0  0  0
 23  7  2  0  0  0  0
 24  8  1  0  0  0  0
 24 10  1  0  0  0  0
 24 23  1  0  0  0  0
 26  9  1  0  0  0  0
 26 12  1  0  0  0  0
 26 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0310948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C#N)S(=O)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2

> <INCHI_KEY>
ZOCSXAVNDGMNBV-UHFFFAOYSA-N

> <FORMULA>
C12H4Cl2F6N4OS

> <MOLECULAR_WEIGHT>
437.148

> <EXACT_MASS>
435.938706104

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
31.599711084540594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-trifluoromethanesulfinyl-1H-pyrazole-3-carbonitrile

> <ALOGPS_LOGP>
4.40

> <JCHEM_LOGP>
4.489138988666667

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.7417605768951298

> <JCHEM_POLAR_SURFACE_AREA>
84.69999999999999

> <JCHEM_REFRACTIVITY>
83.66349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fipronil

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         0                                  
HETATM    1  C   UNK     0      -2.778   1.769   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.620   0.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.044   6.041   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.152   0.363   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.873   3.015   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.285   1.447   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.580   5.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.342   2.854   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   6.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.088   5.565   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.057  -0.883   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   8.780   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -2.499   4.422   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0       1.816   1.287   0.000  0.00  0.00          Cl+0
HETATM   15  F   UNK     0      -3.962  -2.129   0.000  0.00  0.00           F+0
HETATM   16  F   UNK     0      -1.811  -1.788   0.000  0.00  0.00           F+0
HETATM   17  F   UNK     0      -4.303   0.022   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0      -1.334   9.550   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0       0.770  10.114   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0      -0.770   7.446   0.000  0.00  0.00           F+0
HETATM   21  N   UNK     0       5.509   6.517   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -1.377   6.041   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       2.104   4.100   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       0.564   4.100   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       2.667   8.780   0.000  0.00  0.00           O+0
HETATM   26  S   UNK     0       1.334   8.010   0.000  0.00  0.00           S+0
CONECT    1    4    5                                                       
CONECT    2    4    6                                                       
CONECT    3    7   21                                                       
CONECT    4    1    2   11                                                  
CONECT    5    1    8   13                                                  
CONECT    6    2    8   14                                                  
CONECT    7    3    9   23                                                  
CONECT    8    5    6   24                                                  
CONECT    9    7   10   26                                                  
CONECT   10    9   22   24                                                  
CONECT   11    4   15   16   17                                             
CONECT   12   18   19   20   26                                             
CONECT   13    5                                                            
CONECT   14    6                                                            
CONECT   15   11                                                            
CONECT   16   11                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   12                                                            
CONECT   20   12                                                            
CONECT   21    3                                                            
CONECT   22   10                                                            
CONECT   23    7   24                                                       
CONECT   24    8   10   23                                                  
CONECT   25   26                                                            
CONECT   26    9   12   25                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
5-amino-1-(2,6-dichloro-alpha,alpha,alpha-trifluoro-P-Tolyl)-4-trifluoromethylsulfinylpyrazole-3-carbonitile	MeSH

Chemical Formula

C₁₂H₄Cl₂F₆N₄OS

Average Mass

437.1480 Da

Monoisotopic Mass

435.93871 Da

IUPAC Name

5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-trifluoromethanesulfinyl-1H-pyrazole-3-carbonitrile

Traditional Name

fipronil

CAS Registry Number

Not Available

SMILES

NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C#N)S(=O)C(F)(F)F

InChI Identifier

InChI=1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2

InChI Key

ZOCSXAVNDGMNBV-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.40 MHz, DMSO-d6, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces rochei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
Trifluoromethylbenzene
1,3-dichlorobenzene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Trihalomethane
Sulfoxide
Azacycle
Sulfinyl compound
Carbonitrile
Nitrile
Alkyl fluoride
Organonitrogen compound
Organofluoride
Organochloride
Organohalogen compound
Organosulfur compound
Primary amine
Hydrocarbon derivative
Halomethane
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazoles (CHEBI:83394 )
sulfoxide (CHEBI:83394 )
primary amino compound (CHEBI:83394 )
nitrile (CHEBI:83394 )
dichlorobenzene (CHEBI:83394 )
(trifluoromethyl)benzenes (CHEBI:83394 )
Pyrazole insecticides (C11099 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.4	ALOGPS
logP	4.49	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	0.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	84.7 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.66 m³·mol⁻¹	ChemAxon
Polarizability	31.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C11099

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fipronil

METLIN ID

Not Available

PubChem Compound

3352

PDB ID

Not Available

ChEBI ID

83394

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for fipronil (NP0310948)

MOL for NP0310948 (fipronil)

3D MOL for NP0310948 (fipronil)

3D SDF for NP0310948 (fipronil)

3D-SDF for NP0310948 (fipronil)

PDB for NP0310948 (fipronil)

3D PDB for NP0310948 (fipronil)

SMILES for NP0310948 (fipronil)

INCHI for NP0310948 (fipronil)

Structure for NP0310948 (fipronil)

3D Structure for NP0310948 (fipronil)