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Compound Detail

CHEMBL101326

FIPRONIL
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N#Cc1nn(-c2c(Cl)cc(C(F)(F)F)cc2Cl)c(N)c1[S+]([O-])C(F)(F)F

Basic Information

ChEMBL ID CHEMBL101326
Name FIPRONIL
Phase Preclinical
Structure Type MOL
InChI Key ZOCSXAVNDGMNBV-UHFFFAOYSA-N

Known Names

Fipronil Fipronil (ema epar: veterinary) Fipronil component of broadline Frontline MB 46030 MB-46030 NSC-758960 RM 1601 RM-1601 Termidor
11
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
10
Known Names

Molecular Properties

437.1
MW (Da)
4.28
ALogP
5
HBA
1
HBD
90.7
PSA (Ų)
0.56
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Extended Properties

Molecular Formula C12H4Cl2F6N4OS
MW 437.15
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.28

Activity Summary

IC50 12 meas. best 8.64
EC50 1 meas. best 4.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL2093872
IC50 8.64 8.64 2.3 1
GABA receptor subunit
CHEMBL3986
IC50 8.64 8.64 2.3 1
Gamma-aminobutyric acid receptor subunit beta-3
CHEMBL1847
IC50 8.62 7.9067 2.4 3
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3
CHEMBL3885578
IC50 8.51 8.51 3.1 1
GABA-A receptor; alpha-6/beta-3/gamma-2
CHEMBL2095190
IC50 7.77 7.77 17.0 1
GABA-A receptor alpha-1/beta-3
CHEMBL4106151
IC50 7.55 7.55 28.0 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
IC50 7.48 7.48 33.0 1
Unchecked
CHEMBL612545
IC50 5.6 5.6 2500.0 1
GABA A receptor alpha-1/beta-1/gamma-2
CHEMBL2111392
IC50 5.55 5.55 2800.0 1
Gamma-aminobutyric acid receptor subunit alpha-1/ beta-1
CHEMBL3885570
IC50 5.11 5.11 7700.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
EC50 4.82 4.82 15000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; anion channel IC50 = 2.3 nM 8.64 In vitro insecticidal activity as inhibition of [3H]EBOB binding to Gamma-aminob... 15341958
GABA receptor subunit IC50 = 2.3 nM 8.64 Inhibition of Musca domestica (house fly) GABA receptor -
Gamma-aminobutyric acid receptor subunit beta-3 IC50 = 2.4 nM 8.62 Displacement of [3H]EBOB from recombinant Homo sapiens (human) GABA beta3 recept... -
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3 IC50 = 3.1 nM 8.51 Displacement of [3H]EBOB from recombinant Homo sapiens (human) GABA alpha6beta3 ... -
GABA-A receptor; alpha-6/beta-3/gamma-2 IC50 = 17.0 nM 7.77 Displacement of [3H]EBOB from recombinant Homo sapiens (human) GABA alpha6beta3g... -
Gamma-aminobutyric acid receptor subunit beta-3 IC50 = 28.0 nM 7.55 Inhibition of [3H]EBOB binding to drosophila GABA-A receptor (range 1-28) 11677140
Gamma-aminobutyric acid receptor subunit beta-3 IC50 = 28.0 nM 7.55 Inhibition of [3H]EBOB binding to human GABA-A receptor beta3 subunit (range 1-2... 11677140
GABA-A receptor alpha-1/beta-3 IC50 = 28.0 nM 7.55 Displacement of [3H]EBOB from recombinant Homo sapiens (human) GABA alpha1beta3 ... -
GABA-A receptor; alpha-1/beta-3/gamma-2 IC50 = 33.0 nM 7.48 Displacement of [3H]EBOB from recombinant Homo sapiens (human) GABA alpha1beta3g... -
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of recombinant Homo sapiens (human) GABA receptor -
GABA A receptor alpha-1/beta-1/gamma-2 IC50 = 2800.0 nM 5.55 Displacement of [3H]EBOB from recombinant Homo sapiens (human) GABA alpha1beta1g... -
Gamma-aminobutyric acid receptor subunit alpha-1/ beta-1 IC50 = 7700.0 nM 5.11 Displacement of [3H]EBOB from recombinant Homo sapiens (human) GABA alpha1beta1 ... -
Nuclear receptor subfamily 1 group I member 2 EC50 = 15000.0 nM 4.82 Activation of PXR (unknown origin) 34003642

Literature References

PubMed DOI Target Context # Activities
- 10.1584/jpestics.D11-013 Apolygus lucorum 9
21162148 10.1002/ps.2037 Bemisia tabaci 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.1016/j.cropro.2007.08.004 ADMET 3
21770011 10.1002/ps.2232 Reticulitermes flavipes 3
19937914 10.1002/ps.1877 Bemisia tabaci 3
- 10.1016/j.cropro.2011.12.007 Trichogramma nubilale 3
22029402 10.1021/jf2031154 Phloem 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
34003642 10.1021/acs.jmedchem.0c02245 Nuclear receptor subfamily 1 group I member 2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.1584/jpestics.R07-07 Unchecked 2
11677140 10.1016/s0960-894x(01)00604-7 Gamma-aminobutyric acid receptor subunit beta-3 2
20879794 10.1021/jf102525e No relevant target 1
14592502 10.1016/j.bmcl.2003.08.042 ADMET 1
20151651 10.1021/jf9043277 Plutella xylostella 1
18006308 10.1016/j.bmcl.2007.10.090 Ctenocephalides felis 1
- 10.1584/jpestics.G08-26 Unchecked 1
- 10.1584/jpestics.G08-26 Daphnia magna 1

Data from ChEMBL 36 via Core Engine