RH-5849


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 ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	NISLLQUWIJASOV-UHFFFAOYSA-N
Smiles	CC(C)(C)N(NC(=O)c1ccccc1)C(=O)c2ccccc2
InChI	InChI=1S/C18H20N2O2/c1-18(2,3)20(17(22)15-12-8-5-9-13-15)19-16(21)14-10-6-4-7-11-14/h4-13H,1-3H3,(H,19,21)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C18H20N2O2
Molecular Weight	296.36
AlogP	3.01
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	4.0
Polar Surface Area	49.41
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	22.0

Assay Description	Organism	Bioactivity
Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 10 mg/kg at 25 +/-1 degC measured after 4 days	Mythimna separata	0.0 %
Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 25 mg/kg at 25 +/-1 degC measured after 4 days	Mythimna separata	70.0 %
Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 50 mg/kg at 25 +/-1 degC measured after 4 days	Mythimna separata	95.0 %
Insecticidal activity against apterous adult stage of Aphis fabae (black bean aphids) in soybean tender shoots assessed as induction of premature, abnormal and lethal larva moult at 10 mg/l treated for 5 secs measured after 3 days by modified FAO dip test	Aphis fabae	None
Insecticidal activity against apterous adult stage of Aphis fabae ( black bean aphids) in soybean tender shoots assessed as death rate at 200 mg/l treated for 5 secs measured after 48 hr by modified FAO dip test	Aphis fabae	0.0 %
Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 10 mg/l after 4 days	Mythimna separata	0.0 %
Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 25 mg/l after 4 days	Mythimna separata	70.0 %
Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 50 mg/l after 4 days	Mythimna separata	100.0 %
Larvicidal activity against fourth-instar Culex pipiens pallens (mosquito) assessed as mortality at 2000 mg/L measured after 8 days	Culex pipiens pallens	0.0 %
Stomach toxicity against Mythimna separata (Oriental armyworm) fourth-instar larvae reared on compound pre-treated corn leaves assessed as insect mortality at 10 mg/kg measured 4 days post compound treatment	Mythimna separata	0.0 %
Stomach toxicity against Mythimna separata (Oriental armyworm) fourth-instar larvae reared on compound pre-treated corn leaves assessed as insect mortality at 25 mg/kg measured 4 days post compound treatment	Mythimna separata	70.0 %
Stomach toxicity against Mythimna separata (Oriental armyworm) fourth-instar larvae reared on compound pre-treated corn leaves assessed as insect mortality at 50 mg/kg measured 4 days post compound treatment	Mythimna separata	100.0 %
Stomach toxicity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 10 mg/kg at 25+/-1 degC measured after 4 days	Mythimna separata	0.0 %
Stomach toxicity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 50 mg/kg at 25+/-1 degC measured after 4 days	Mythimna separata	100.0 %
Stomach toxicity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 25 mg/kg at 25+/-1 degC measured after 4 days	Mythimna separata	70.0 %
Dissociation constant, pKa of the compound at pH 7.3	None	0.0
Apparent hydrophobicity, log D of the compound in Octanol-buffer	None	2.45
Apparent permeability of the compound by PAMPA	None	-4.78
Hydrophobicity, log P of the compound in octanol-water by shaking-flask method	None	2.45
Drug uptake in Spodoptera litura assessed as unchanged drug level 0.2 ug/insect after 8 hr	Spodoptera litura	38.4 %
Drug uptake in Spodoptera litura assessed as surface residue level 0.2 ug/insect after 24 hr	Spodoptera litura	50.2 %
Drug uptake in Spodoptera litura assessed as surface residue level 0.2 ug/insect after 8 hr	Spodoptera litura	52.3 %
Octanol-water partition coefficient, log P of the compound by shake-flask method	None	2.45
Ratio of LD50 for Spodoptera littoralis to LD50 for Bombyx mori	None	17.78
Larvicidal activity against Spodoptera littoralis assessed as mortality applied topically after 1 week	Spodoptera littoralis	4.75
Larvicidal activity against Bombyx mori assessed as mortality applied topically after 1 week	Bombyx mori	5.55
Selectivity ratio of EC50 for ecdysone receptor in Bombyx mori Bm5 cells to EC50 for ecdysone receptor in Spodoptera littoralis Sl2 cells	None	0.34
Agonist activity at ecdysone receptor in Spodoptera littoralis Sl2 cells after 24 hr by luciferase reporter gene assay relative to tebufenozide	Spodoptera littoralis	91.0 %
Agonist activity at ecdysone receptor in Spodoptera littoralis Sl2 cells after 24 hr by luciferase reporter gene assay	Spodoptera littoralis	1288.25 nM
Agonist activity at ecdysone receptor in Bombyx mori Bm5 cells after 24 hr by luciferase reporter gene assay relative to tebufenozide	Bombyx mori	87.0 %
Agonist activity at ecdysone receptor in Bombyx mori Bm5 cells after 24 hr by luciferase reporter gene assay	Bombyx mori	436.52 nM
Cytotoxicity against Drosophila melanogaster S2 cells at 10 to 100 uM after 24 hr by CellTiter assay	Drosophila melanogaster	None
Ratio of EC50 for EcR in Drosophila melanogaster S2 cells to EC50 for EcR in Bombyx mori Bm5 cells	None	100.0
Agonist activity at ecdysone receptor in Drosophila melanogaster B2 cells assessed as reduction in cell density	Drosophila melanogaster	1819.7 nM
Agonist activity at ecdysone receptor in Bombyx mori Bm5 cells after 24 hr by luciferase reporter gene assay	Bombyx mori	426.58 nM
Agonist activity at ecdysone receptor in Drosophila melanogaster S2 cells at 100 uM after 24 hr by luciferase reporter gene assay relative to 20-hydroxyecdysone	Drosophila melanogaster	62.0 %
Agonist activity at ecdysone receptor in Drosophila melanogaster S2 cells after 24 hr by luciferase reporter gene assay	Drosophila melanogaster	37153.52 nM
Insecticidal activity against Anastrepha suspensa assessed as reduction in egg viability administered through diet ingestion measured after 8 to 10 days	Anastrepha suspensa	60.0 %
Insecticidal activity against Anastrepha suspensa assessed as insect mortality administered through diet ingestion measured after 12 to 14 days	Anastrepha suspensa	75.0 %
Insecticidal activity against Bactrocera oleae assessed as insect mortality at 180 mg Ai/L applied through residual contact on glass surfaces measured after 15 days (Rvb = 45.8 +/- 16.3%)	Bactrocera oleae	100.0 %
Insecticidal activity against Bactrocera oleae assessed as insect mortality at 180 mg Ai/L applied through residual contact on glass surfaces measured after 7 days (Rvb = 4.0 +/- 4.0%)	Bactrocera oleae	86.0 %
Insecticidal activity against Bactrocera oleae assessed as insect mortality at 180 mg Ai/L applied through residual contact on glass surfaces measured after 24 hr (Rvb = 2.0 +/- 2.0%)	Bactrocera oleae	0.0 %
Insecticidal activity against Bactrocera oleae assessed as insect survival lifespan at 180 mg Ai/L applied through oral ingestion (Rvb = 79.7 +/- 12.2 days)	Bactrocera oleae	8.7 day
Insecticidal activity against Bactrocera oleae assessed as insect mortality at 180 mg Ai/L applied through oral ingestion measured after 15 days (Rvb = 2.5 +/- 2.5%)	Bactrocera oleae	98.2 %
Insecticidal activity against Bactrocera oleae assessed as insect mortality at 180 mg Ai/L applied through oral ingestion measured after 7 days (Rvb = 2.5 +/- 2.5%)	Bactrocera oleae	31.8 %
Insecticidal activity against Bactrocera oleae assessed as insect mortality at 180 mg Ai/L applied through oral ingestion measured after 24 hr (Rvb = 0%)	Bactrocera oleae	0.0 %
Resistance ratio, ratio of LC50 for third-instar larvae of fufenozide-resistant Plutella xylostella (diamondback moth) to LC50 for third-instar larvae of fufenozide-susceptible Plutella xylostella	Plutella xylostella	10.8
Insecticidal activity against third-instar larvae of fufenozide-susceptible Plutella xylostella (diamondback moth) assessed as mortality by leaf-dip bioassay method	Plutella xylostella	10.6 ug.mL-1
Insecticidal activity against third-instar larvae of fufenozide-resistant Plutella xylostella (diamondback moth) assessed as mortality by leaf-dip bioassay method	Plutella xylostella	114.2 ug.mL-1

Cross References

Resources	Reference
ChEMBL	CHEMBL387744
PubChem	86307
SureChEMBL	SCHEMBL1538531
ZINC	ZINC00006382

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