Compound Detail

CHEMBL406819

IMIDACLOPRID

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O=[N+]([O-])/N=C1\NCCN1Cc1ccc(Cl)nc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL406819
Name	IMIDACLOPRID
Phase	Preclinical
Structure Type	MOL
InChI Key	YWTYJOPNNQFBPC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

255.7

MW (Da)

0.69

ALogP

HBA

HBD

83.7

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C9H10ClN5O2
MW	255.66
Aromatic Rings	1
Heavy Atoms	17
NP-Likeness	-1.29

Activity Summary

IC50 20 meas. best 8.64

Ki 18 meas. best 10.46

EC50 3 meas. best 5.93

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	10.46	7.575	0.0	8
Nicotinic acetylcholine receptor CHEMBL3350224	Ki	8.72	8.72	1.9	1
Nicotinic acetylcholine receptor CHEMBL3350223	Ki	8.68	8.68	2.1	1
Acetylcholine receptor subunit beta-like 2 CHEMBL2366470	IC50	8.64	8.54	2.3	3
Nicotinic acetylcholine receptor alpha 5 subunit CHEMBL2366408	IC50	8.59	7.9225	2.6	4
Acetylcholine receptor subunit beta-like 2 CHEMBL2366470	Ki	8.52	8.52	3.0	1
Unchecked CHEMBL612545	IC50	8.51	7.125	3.1	6
Nicotinic acetylcholine receptor alpha 5 subunit CHEMBL2366408	Ki	8.34	6.735	4.6	2
Soluble acetylcholine receptor CHEMBL1944497	Ki	7.72	7.72	19.0	1
Neuronal acetylcholine receptor subunit alpha-4 CHEMBL307	Ki	7.3	7.3	50.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	Ki	6.14	6.14	720.0	1
Neuronal acetylcholine receptor subunit alpha-4 CHEMBL5569	Ki	6.01	6.01	970.0	1
Acetylcholine-binding protein CHEMBL6084	Ki	6.01	6.01	970.0	1
Musca domestica CHEMBL613469	EC50	5.93	5.93	1174.9	1
Nicotinic acetylcholine receptor alpha8 subunit CHEMBL2366437	EC50	5.88	5.88	1318.3	1
Neuronal acetylcholine receptor subunit alpha-4 CHEMBL4457	IC50	5.58	5.58	2600.0	1
Neuronal acetylcholine receptor subunit alpha-4 CHEMBL5569	IC50	5.58	5.58	2600.0	1
Unchecked CHEMBL612545	EC50	5.55	5.55	2818.4	1
Neuronal acetylcholine receptor subunit alpha-3 CHEMBL3068	IC50	4.85	4.85	14000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	7.0	hr	-
T1/2	3.0	hr	-
T1/2	4.5	hr	Apis mellifera

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	0.035	nM	10.46	Displacement of [3H]-methyl-SFX from nAChR in Myzus persicae 4106A (green peach ...	23112103
Nicotinic acetylcholine receptor	Ki	=	1.9	nM	8.72	Binding affinity for nAChR with [3H]imidacloprid in Myzus persicae	11150171
Nicotinic acetylcholine receptor	Ki	=	2.1	nM	8.68	Binding affinity for nAChR with [3H]imidacloprid in Drosophila	11150171
Unchecked	Ki	=	2.2	nM	8.66	Potency to displace [3H]IMI binding to Nicotinic acetylcholine receptor from Dro...	12061885
Acetylcholine receptor subunit beta-like 2	IC50	=	2.3	nM	8.64	Displacement of [3H]IMI from nicotinic acetylcholine receptor in Drosophila mela...	10936213
Acetylcholine receptor subunit beta-like 2	IC50	=	2.3	nM	8.64	Displacement of [3H]IMI from nicotinic acetylcholine receptor in Aphis craccivor...	10936213
Nicotinic acetylcholine receptor alpha 5 subunit	IC50	=	2.6	nM	8.59	Displacement of [3H]IMI from nicotinic acetylcholine receptor in Musca domestica...	10936213
Unchecked	Ki	=	3.0	nM	8.52	Displacement of [3H]IMI from nicotinic acetylcholine receptor in Drosophila mela...	19253973
Acetylcholine receptor subunit beta-like 2	Ki	=	3.0	nM	8.52	Binding affinity to Drosophila brain nicotinic acetylcholine receptor assessed a...	21341671
Unchecked	IC50	=	3.1	nM	8.51	Displacement of [3H]IMI from nicotinic acetylcholine receptor in Myzus persicae ...	10936213
Unchecked	IC50	=	3.6	nM	8.44	Displacement of [3H]IMI from peach-potato aphid alpha2/rat beta2 nAChR hybrid re...	18570364
Unchecked	IC50	=	4.3	nM	8.37	Displacement of [3H]IMI from nAChR in Drosophila brain	18570364
Acetylcholine receptor subunit beta-like 2	IC50	=	4.6	nM	8.34	Inhibition of [3H]IMI binding to Drosophila melanogaster neuronal acetylcholine ...	11312774
Nicotinic acetylcholine receptor alpha 5 subunit	Ki	=	4.6	nM	8.34	Displacement of [3H]IMI from Musca domestica (house fly) brain nicotinic acetylc...	20973548
Soluble acetylcholine receptor	Ki	=	19.0	nM	7.72	Binding affinity to salt water mollusc Aplysia californica AChBP Y55W mutant ass...	21341671
Nicotinic acetylcholine receptor alpha 5 subunit	IC50	=	19.95	nM	7.7	Displacement of [3H]imidacloprid from Musca domestica (house fly)-head membrane ...	-
Nicotinic acetylcholine receptor alpha 5 subunit	IC50	=	20.0	nM	7.7	Displacement of [3H]imidacloprid from Musca domestica (house fly)-head membrane ...	-
Nicotinic acetylcholine receptor alpha 5 subunit	IC50	=	20.0	nM	7.7	Displacement of [3HIMI from nicotinic acetylcholine receptor in Musca domestica ...	12834274
Unchecked	Ki	=	32.0	nM	7.5	Displacement of [3H]IMD from nAChR in Myzus persicae 4106A (green peach aphid) m...	23112103
Neuronal acetylcholine receptor subunit alpha-4	Ki	=	50.0	nM	7.3	Binding affinity for nAChR with [3H]-nicotine in rat alpha4 beta2 membranes	11150171

Literature References

PubMed	DOI	Target Context	# Activities
-	10.1016/j.cropro.2005.07.006	Rhynchophorus ferrugineus	189
21714058	10.1002/ps.2207	Aphis gossypii	41
-	10.1016/j.cropro.2010.11.008	Oryza sativa	40
-	10.1016/j.cropro.2011.10.005	Encarsia inaron	30
19562662	10.1002/ps.1808	Bemisia tabaci	29
20632380	10.1002/ps.1989	Bemisia tabaci	17
19642076	10.1002/ps.1818	Ceutorhynchus obstrictus	16
-	10.1016/S0261-2194(00)00171-X	Frankliniella fusca	15
19206104	10.1002/ps.1721	Galendromus occidentalis	14
21105655	10.1021/jf102765x	Bemisia tabaci	13
-	10.1016/j.cropro.2011.05.004	Bemisia tabaci	12
-	10.1016/j.cropro.2010.11.008	Sogatella furcifera	12
20718435	10.1021/jf101824y	Nephotettix cincticeps	10
18951417	10.1002/ps.1661	Bemisia tabaci	9
-	10.1584/jpestics.29.376	Periplaneta americana	9
19206094	10.1002/ps.1720	Nilaparvata lugens	9
-	10.1584/jpestics.D11-013	Apolygus lucorum	9
21077123	10.1002/ps.2056	Bemisia tabaci	9
22290809	10.1002/ps.2285	Popillia japonica	8
-	10.1584/jpestics.27.249	Periplaneta americana	7

Data from ChEMBL 36 via Core Engine