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Fipronil

AlkaPlorer ID: AK594106

Synonym: None

IUPAC Name: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile

Structure

SMILES: N#CC1=NN(C2=C(Cl)C=C(C(F)(F)F)C=C2Cl)C(N)=C1S(=O)C(F)(F)F

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InChI: 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

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InChIKey: ZOCSXAVNDGMNBV-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Streptomyces rochei Streptomyces Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria

Properties Information

Molecule Weight: 437.152

TPSA？: 84.69999999999999

MolLogP？: 4.279179999999999

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Apolygus lucorum Apolygus lucorum LC50 0.1 ug.mL-1 10.1584/jpestics.D11-013
Apolygus lucorum Apolygus lucorum LC50 0.33 ug.mL-1 10.1584/jpestics.D11-013
Apolygus lucorum Apolygus lucorum LC50 0.34 ug.mL-1 10.1584/jpestics.D11-013
Apolygus lucorum Apolygus lucorum LC50 0.72 ug.mL-1 10.1584/jpestics.D11-013
Apolygus lucorum Apolygus lucorum LC50 1.69 ug.mL-1 10.1584/jpestics.D11-013
Apolygus lucorum Apolygus lucorum RatioLC50 1.03 None 10.1584/jpestics.D11-013
Apolygus lucorum Apolygus lucorum RatioLC50 2.12 None 10.1584/jpestics.D11-013
Apolygus lucorum Apolygus lucorum RatioLC50 3.4 None 10.1584/jpestics.D11-013
Apolygus lucorum Apolygus lucorum RatioLC50 5.76 None 10.1584/jpestics.D11-013
Bemisia tabaci Bemisia tabaci LC50 3.51 ug.mL-1 10.1002/ps.2037
Bemisia tabaci Bemisia tabaci LC50 3.82 ug.mL-1 10.1002/ps.2037
Bemisia tabaci Bemisia tabaci LC50 4.11 ug.mL-1 10.1002/ps.1877
Bemisia tabaci Bemisia tabaci LC50 4.45 ug.mL-1 10.1002/ps.1877
Bemisia tabaci Bemisia tabaci LC50 5.96 ug.mL-1 10.1002/ps.2037
Bemisia tabaci Bemisia tabaci LC50 8.79 ug.mL-1 10.1002/ps.2037
Bemisia tabaci Bemisia tabaci LC50 9.13 ug.mL-1 10.1002/ps.2037
Bemisia tabaci Bemisia tabaci RatioLC50 1.08 None 10.1002/ps.1877
Cheumatopsyche Cheumatopsyche EC50 0.000153 ug.mL-1 10.1584/jpestics.G08-26
Ctenocephalides felis Ctenocephalides felis LC50 0.018 ug/sq.cm 10.1016/j.bmcl.2006.11.043
Ctenocephalides felis Ctenocephalides felis LC50 0.1 ng/cm2 10.1016/j.bmcl.2007.10.090
Daphnia magna Daphnia magna EC50 0.19 ug.mL-1 10.1584/jpestics.G08-26
Homo sapiens Androgen Receptor Potency 39810.7 nM None
Homo sapiens Beta-glucocerebrosidase Potency 25118.9 nM None
Homo sapiens Cellular tumor antigen p53 Potency 44668.4 nM None
Homo sapiens Cytochrome P450 3A4 Potency 25118.9 nM None
Homo sapiens Estrogen receptor alpha Potency 50118.7 nM None
Homo sapiens GABA A receptor alpha-1/beta-1/gamma-2 IC50 2800.0 nM 10.1584/jpestics.R07-07
Homo sapiens GABA-A receptor alpha-1/beta-3 IC50 28.0 nM 10.1584/jpestics.R07-07
Homo sapiens GABA-A receptor; alpha-1/beta-3/gamma-2 IC50 33.0 nM 10.1584/jpestics.R07-07
Homo sapiens GABA-A receptor; alpha-6/beta-3/gamma-2 IC50 17.0 nM 10.1584/jpestics.R07-07
Homo sapiens GABA-A receptor; anion channel IC50 2.3 nM 10.1016/j.bmcl.2004.07.033
Homo sapiens GABA receptor beta-3 subunit IC50 2.4 nM 10.1584/jpestics.R07-07
Homo sapiens GABA receptor beta-3 subunit IC50 28.0 nM 10.1016/s0960-894x(01)00604-7
Homo sapiens GABA receptor rho-1 subunit IC50 10000.0 nM 10.1584/jpestics.R07-07
Homo sapiens Gamma-aminobutyric acid receptor subunit alpha-1/ beta-1 IC50 7700.0 nM 10.1584/jpestics.R07-07
Homo sapiens Gamma-aminobutyric acid receptor subunit alpha-6/beta-3 IC50 3.1 nM 10.1584/jpestics.R07-07
Homo sapiens Histone deacetylase 6 Inhibition -18.19 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -7.15 % 10.6019/CHEMBL4808148
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 61130.6 nM None
Homo sapiens Peroxisome proliferator-activated receptor delta Potency 50118.7 nM None
Homo sapiens Pregnane X receptor EC50 15000.0 nM 10.1021/acs.jmedchem.0c02245
Homo sapiens Pregnane X receptor Emax 51.0 % 10.1021/acs.jmedchem.0c02245
Homo sapiens Prelamin-A/C Potency 5623.4 nM None
Homo sapiens Survival motor neuron protein Potency 17782.8 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 5309.1 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 8573.5 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 9441.1 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 9619.6 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 18356.4 nM None
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 22387.2 nM None
Homo sapiens Vitamin D receptor Potency 28183.8 nM None
Homo sapiens Vitamin D receptor Potency 35481.3 nM None
Homo sapiens Vitamin D receptor Potency 89125.1 nM None
Musca domestica GABA receptor subunit IC50 2.3 nM 10.1584/jpestics.R07-07
Musca domestica Musca domestica LD50 0.25 mg.kg-1 10.1584/jpestics.R07-07
Mus musculus Mus musculus LD50 32.0 mg.kg-1 10.1584/jpestics.R07-07
Mus musculus Nuclear receptor ROR-gamma Potency 5623.4 nM None
Mus musculus Nuclear receptor ROR-gamma Potency 14125.4 nM None
Mus musculus Nuclear receptor ROR-gamma Potency 19952.6 nM None
Mus musculus Nuclear receptor ROR-gamma Potency 28183.8 nM None
Mus musculus Nuclear receptor ROR-gamma Potency 31622.8 nM None
Plasmodium falciparum Plasmodium falciparum Potency 1901.2 nM None
Plutella xylostella Plutella xylostella LC50 21.39 ug.mL-1 10.1021/jf2031154
Plutella xylostella Plutella xylostella mortality 100.0 % 10.1021/jf9043277
Rattus norvegicus Peripheral myelin protein 22 Potency 10181.5 nM None
Rattus norvegicus Peripheral myelin protein 22 Potency 22370.3 nM None
Reticulitermes flavipes Reticulitermes flavipes LC50 0.49 ug/g 10.1002/ps.2232
Reticulitermes flavipes Reticulitermes flavipes mortality 100.0 % 10.1002/ps.2232
Ricinus communis Phloem Drug mobility nan None 10.1021/jf2031154
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 11.27 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 17.4 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Hit score 0.1953 None 10.1101/2020.04.21.054387
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.19 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.1 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 8.9 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index 0.01629 None 10.1101/2020.04.03.023846
Trichogramma nubilale Trichogramma nubilale LC50 0.29 mgAi/L 10.1016/j.cropro.2011.12.007
Trichogramma nubilale Trichogramma nubilale LC95 1.82 mgAi/L 10.1016/j.cropro.2011.12.007
Trichogramma nubilale Trichogramma nubilale Ratio 77.6 None 10.1016/j.cropro.2011.12.007
None ADMET LC50 0.18 mgAi/L 10.1016/j.cropro.2007.08.004
None ADMET mortality 50.0 % 10.1016/j.cropro.2007.08.004
None ADMET mortality 100.0 % 10.1016/j.cropro.2007.08.004
None ADMET Mortality 50.0 % 10.1016/j.bmcl.2003.08.042
None Molecular identity unknown Potency 12589.3 nM None
None No relevant target log KOW 4.0 None 10.1584/jpestics.G08-26
None No relevant target LogP 4.0 None 10.1021/jf102525e
None Unchecked Ac50 1.259 uM None
None Unchecked Ac50 15.85 uM None
None Unchecked Ac50 17.78 uM None
None Unchecked AC50 1258.9 nM None
None Unchecked AC50 15848.9 nM None
None Unchecked AC50 17782.8 nM None
None Unchecked Activity 30.0 % 10.1002/ps.3413
None Unchecked IC50 2500.0 nM 10.1584/jpestics.R07-07
None Unchecked Potency 11220.2 nM None
None Unchecked Potency 31622.8 nM None
None Unchecked Potency 35481.3 nM None
None Unchecked Ratio EC50 3.09 None 10.1584/jpestics.G08-26
None Unchecked Ratio IC50 1090.0 None 10.1584/jpestics.R07-07

Metabolism Information