UNII 3A837VZ81Y
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key CFRPSFYHXJZSBI-DHZHZOJOSA-N
Smiles CCN(Cc1ccc(Cl)nc1)\C(=C\[N+](=O)[O-])\NC
InChI
InChI=1S/C11H15ClN4O2/c1-3-15(11(13-2)8-16(17)18)7-9-4-5-10(12)14-6-9/h4-6,8,13H,3,7H2,1-2H3/b11-8+

Physicochemical Descriptors

Property Name Value
Molecular Formula C11H15ClN4O2
Molecular Weight 270.72
AlogP 1.7
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 73.97
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 18.0
Assay Description Organism Bioactivity Reference
Insecticidal activity against Nilaparvata lugens (brown planthopper) assessed as mortality after 72 hr Nilaparvata lugens 0.129 ug.mL-1
Insecticidal activity against Nilaparvata lugens (brown planthopper) assessed as mortality at 20 mg/l after 72 hr Nilaparvata lugens 100.0 %
Insecticidal activity against Nilaparvata lugens (brown planthopper) assessed as mortality at 100 mg/l after 72 hr Nilaparvata lugens 100.0 %
Insecticidal activity against Nilaparvata lugens (brown planthopper) assessed as mortality at 500 mg/l after 72 hr Nilaparvata lugens 100.0 %
Inhibition of Oryctolagus cuniculus (rabbit) AOX in liver cytosol at IC50 concentration Oryctolagus cuniculus 1.0 %
Inhibition of xanthine oxidase at IC50 concentration None -7.0 %
Inhibition of Agaricus bisporus (mushroom) tyrosinase at IC50 concentration Agaricus bisporus 0.0 %
Inhibition of xanthine oxidase None 1000000.0 nM
Inhibition of Oryctolagus cuniculus (rabbit) AOX in liver cytosol Oryctolagus cuniculus 1000000.0 nM
Inhibition of Agaricus bisporus (mushroom) tyrosinase Agaricus bisporus 1000000.0 nM
Phytotoxicity against Vitis vinifera seedlings assessed as lesions at 50 to 100 ppm after 9 days Vitis vinifera None
Phytotoxicity against Zea mays (maize) seedlings assessed as lesions at 50 to 100 ppm after 9 days Zea mays None
Phytotoxicity against Gossypium hirsutum (cotton) seedlings assessed as lesions at 50 to 100 ppm after 9 days Gossypium hirsutum None
Phytotoxicity against Glycine max (soybean) seedlings assessed as lesions in unfoliolate leaves at 100 ppm after 9 days Glycine max None
Insecticidal activity against Empoasca (Green Leafhopper) Empoasca 40.0 ppm
Risk quotient, recommended field rate (g/ha) to LC50 for Trichogramma nubilale (mg/L) Trichogramma nubilale 6.86
Contact toxicity against Trichogramma nubilale assessed as mortality after 24 hr by modified slight dry film method Trichogramma nubilale 31.37 mgAi/L Contact toxicity against Trichogramma nubilale assessed as mortality after 24 hr by modified slight dry film method Trichogramma nubilale 4.37 mgAi/L
In vivo insecticidal activity against fifth-instar larval stage of Nilaparvata lugens (brown planthopper) in second semester rice seedlings assessed as insect mortality at 10 mg/L treated for 5 secs before larval infestation measured after 72 hr Nilaparvata lugens 100.0 %
In vivo insecticidal activity against fifth-instar larval stage of Nilaparvata lugens (brown planthopper) in second semester rice seedlings assessed as insect mortality at 100 mg/L treated for 5 secs before larval infestation measured after 72 hr Nilaparvata lugens 100.0 %
In vivo insecticidal activity against fifth-instar larval stage of Nilaparvata lugens (brown planthopper) in second semester rice seedlings assessed as insect mortality at 500 mg/L treated for 5 secs before larval infestation measured after 72 hr Nilaparvata lugens 100.0 %
Insecticidal activity against Myzus persicae (green peach aphid) assessed as mortality at 25 degC after 72 hr Myzus persicae 0.129 mg/L
Insecticidal activity against Nilaparvata lugens (brown planthopper) assessed as mortality at 25 degC after 72 hr Nilaparvata lugens 0.129 ug.mL-1
Insecticidal activity against Myzus persicae (green peach aphid) assessed as mortality at 25 degC after 72 hr at 4 mg/L Myzus persicae 100.0 %
Insecticidal activity against Myzus persicae (green peach aphid) assessed as mortality at 25 degC after 72 hr at 20 mg/L Myzus persicae 100.0 %
Insecticidal activity against Myzus persicae (green peach aphid) assessed as mortality at 25 degC after 72 hr at 100 mg/L Myzus persicae 100.0 %
Insecticidal activity against Nilaparvata lugens (brown planthopper) assessed as mortality at 25 degC after 72 hr at 4 mg/L Nilaparvata lugens 100.0 %
Insecticidal activity against Nilaparvata lugens (brown planthopper) assessed as mortality at 25 degC after 72 hr at 20 mg/L Nilaparvata lugens 100.0 %
Insecticidal activity against Nilaparvata lugens (brown planthopper) assessed as mortality at 25 degC after 72 hr at 100 mg/L Nilaparvata lugens 100.0 %
Displacement of [3H]IMI from nicotinic acetylcholine receptor in Drosophila melanogaster head membrane after 90 min by filter binding assay Drosophila melanogaster 11.0 nM
Displacement of [3H]IMI from nicotinic acetylcholine receptor in Myzus persicae (green peach aphid) whole body membrane after 90 min by filter binding assay Myzus persicae 21.0 nM
Ratio of EC50 for Daphnia magna to EC50 for first instar larvae of Cheumatopsyche brevilineata None 3.35
Insecticidal activity against first-instar larvae of Cheumatopsyche brevilineata after 48 hr Cheumatopsyche 0.045 ug.mL-1
Octanol-water partition coefficient, log KOW of the compound None -0.66
Insecticidal activity against Daphnia magna after 48 hr Daphnia magna 100.0 ug.mL-1
Resistance factor, ratio of LC50 for adult female Bemisia tabaci B-biotype NJ-Imi (sweet potato whitefly) (G30) to LC50 for adult female B-type Bemisia tabaci NJ Bemisia tabaci 94.0
Insecticidal activity against adult female imidacloprid-resistant Bemisia tabaci B-biotype NJ-Imi (sweet potato whitefly) (G30) in cotton leaf discs assessed as mortality treated for 10 secs prior to adult infestation measured after 72 hr by leaf-dip bioassay Bemisia tabaci 93.0 ug.mL-1
Insecticidal activity against adult female imidacloprid-susceptible Bemisia tabaci B-biotype NJ (sweet potato whitefly) in cotton leaf discs assessed as mortality treated for 10 secs prior to adult infestation measured after 72 hr by leaf-dip bioassay Bemisia tabaci 0.99 ug.mL-1
Resistance index, ratio of LC50 for neonicotinoid-resistant Myzus persicae FRC-P (green peach aphid) to LC50 for Myzus persicae 4106A Myzus persicae 182.0
Insecticidal activity against Myzus persicae 4106A (green peach aphid) fed on compound treated chinese cabbage discs after 72 hr Myzus persicae 1.3 ppm
Insecticidal activity against neonicotinoid-resistant Myzus persicae FRC-P (green peach aphid) fed on compound treated chinese cabbage discs after 72 hr Myzus persicae 236.0 ppm
Displacement of [3H]IMD from nAChR in Myzus persicae 4106A (green peach aphid) membrane after 70 min Myzus persicae 3.5 nM
Displacement of [3H]-methyl-SFX from nAChR in Myzus persicae 4106A (green peach aphid) membrane after 70 min Myzus persicae 0.19 nM
Insecticidal activity against imidacloprid-resistant Aphis gossypii (cotton aphid) in cotton leaves assessed as fecundity at LC20 concentration Aphis gossypii None
Insecticidal activity against imidacloprid-resistant Aphis gossypii (cotton aphid) in cotton leaves assessed as longevity at LC20 concentration Aphis gossypii 8.42 day
Insecticidal activity against imidacloprid-resistant Aphis gossypii (cotton aphid) in cotton leaves assessed as inhibition of honeydew excretion at LC20 concentration measured after 72 hr by dipping method Aphis gossypii 28.3 %
Insecticidal activity against imidacloprid-resistant Aphis gossypii (cotton aphid) in cotton leaves assessed as reduction in body weight at LC20 concentration measured after 72 hr by dipping method (Rvb = 0.40 +/- 0.0002 mg/aphid) Aphis gossypii 0.17 mg
Insecticidal activity against imidacloprid-resistant Aphis gossypii (cotton aphid) in cotton leaves assessed as reduction in body weight at LC20 concentration measured after 48 hr by dipping method (Rvb = 0.36 +/- 0.0006 mg/aphid) Aphis gossypii 0.2 mg
Insecticidal activity against imidacloprid-resistant Aphis gossypii (cotton aphid) in cotton leaves assessed as mortality measured after 72 hr by dipping method Aphis gossypii 10.5 ug ml-1
Insecticidal activity against imidacloprid-resistant Aphis gossypii (cotton aphid) in cotton leaves assessed as reduction in body weight at LC20 concentration measured after 24 hr by dipping method (Rvb = 0.33 +/- 0.0004 mg/aphid) Aphis gossypii 0.22 mg
Resistance ratio, LC50 for Aphis gossypii RF45 (cotton aphid) to LC50 for Aphis gossypii SS Aphis gossypii 5.78
Insecticidal activity against imidacloprid-resistant Aphis gossypii RF45 (cotton aphid) in cotton leaves assessed as mortality measured after 48 hr by dipping method Aphis gossypii 14.3 microg/mL2
Insecticidal activity against Aphis gossypii SS (cotton aphid) in cotton leaves assessed as mortality measured after 48 hr by dipping method Aphis gossypii 2.47 microg/mL2
Displacement of [3H]alpha-BGT from nAChR in Torpedo nobiliana electric organs at 300 uM Torpedo nobiliana 2.39 %
Displacement of [3H]alpha-BGT from nAChR in Apis mellifera (honeybee) head Apis mellifera 61300.0 nM
Displacement of [3H]alpha-BGT from nAChR in Torpedo nobiliana electric organs Torpedo nobiliana 300000.0 nM
Cross resistant, ratio of LC50 for B-biotype thiamethoxam-resistant Bemisia tabaci (sweet potato whitefly) to LC50 for B-biotype thiamethoxam-sensitive Bemisia tabaci (sweet potato whitefly) Bemisia tabaci 9.99
Insecticidal activity against B-biotype thiamethoxam-resistant Bemisia tabaci (sweet potato whitefly) in cabbage leaf assessed as mortality after 48 hr by leaf disk assay Bemisia tabaci 22.2 ug.mL-1
Insecticidal activity against B-biotype thiamethoxam-sensitive Bemisia tabaci (sweet potato whitefly) in cabbage leaf assessed as mortality after 48 hr by leaf disk assay Bemisia tabaci 2.22 ug.mL-1
Displacement of [3H]alpha-BGT from nAChR in Torpedo nobiliana electric organs membranes at 300 uM by scintillation counting method Torpedo nobiliana 2.39 %
Displacement of [3H]PCP from nAChR in Torpedo nobiliana electric organs membranes assessed as [3H]PCP binding level at 500 uM in presence of 100 uM carbachol by scintillation counting method relative to untreated control Torpedo nobiliana 607.0 %
Displacement of [3H]PCP from nAChR in Torpedo nobiliana electric organs membranes assessed as [3H]PCP binding level at 500 uM by scintillation counting method relative to untreated control Torpedo nobiliana 142.0 %
Displacement of [3H]alpha-BGT from nAChR in Torpedo nobiliana electric organs membranes by scintillation counting method Torpedo nobiliana 300000.0 nM
Displacement of [3H]alpha-BGT from nAChR in Apis mellifera (honeybee) head homogenates Apis mellifera 61300.0 nM
Displacement of [3H]PCP from nAChR in Apis mellifera (honeybee0 head homogenates Apis mellifera 27600.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL259728
FDA SRS 3A837VZ81Y
PubChem 3034287
SureChEMBL SCHEMBL25788
ZINC ZINC02381598