METHYL 1-[1-(3,5-DICHLOROPHENYL)-1-METHYLETHYL]-2,3-DIHYDRO-4-METHYL-2-OXO-3-PHENYL-1H-PYRROLE-3-CARBOXYLATE

/static/temp/default.svg Search structure
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 LMLPVBKWBZSJGI-UHFFFAOYSA-N
Smiles COC(=O)C1(C(=CN(C1=O)C(C)(C)c2cc(Cl)cc(Cl)c2)C)c3ccccc3
InChI
InChI=1S/C22H21Cl2NO3/c1-14-13-25(21(2,3)16-10-17(23)12-18(24)11-16)19(26)22(14,20(27)28-4)15-8-6-5-7-9-15/h5-13H,1-4H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H21Cl2NO3
Molecular Weight 418.31
AlogP 4.67
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 5.0
Polar Surface Area 46.61
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 28.0
Assay Description Organism Bioactivity Reference
Drug degradation in MeOH-water/KOH at 70 degC assessed as formation of 1-[1-(3,5-dichlorophenyl)-1-methylethyl]-4-methyl-3- phenyl-3-pyrrolin-2-one None None
Phytotoxicity against two-leaf stage Oryza sativa cv. Nipponbare (rice) planted 2 cm depth assessed as crop injury at 3 g a.i/a followed by leaching of irrigation water for 3 days measured after 3 weeks post-treatment Oryza sativa 0.0 %
Phytotoxicity against two-leaf stage Oryza sativa cv. Nipponbare (rice) planted 2 cm depth assessed as crop injury at 6 g a.i/a followed by leaching of irrigation water for 3 days measured after 3 weeks post-treatment Oryza sativa 7.0 %
Phytotoxicity against two-leaf stage Oryza sativa cv. Nipponbare (rice) planted zero cm depth at 1 g a.i/a measured after 3 weeks Oryza sativa 0.0 %
Phytotoxicity against two-leaf stage Oryza sativa cv. Nipponbare (rice) planted zero cm depth at 2.5 g a.i/a measured after 3 weeks Oryza sativa 10.0 %
Phytotoxicity against two-leaf stage Oryza sativa cv. Nipponbare (rice) planted zero cm depth at 5.0 g a.i/a measured after 3 weeks Oryza sativa 80.0 %
Phytotoxicity against two-leaf stage Oryza sativa cv. Nipponbare (rice) planted 2 cm depth at 1 g a.i/a measured after 3 weeks Oryza sativa 0.0 %
Phytotoxicity against two-leaf stage Oryza sativa cv. Nipponbare (rice) planted 2 cm depth at 2.5 g a.i/a measured after 3 weeks Oryza sativa 0.0 %
Phytotoxicity against two-leaf stage Oryza sativa cv. Nipponbare (rice) planted 2 cm depth at 5.0 g a.i/a measured after 3 weeks Oryza sativa 0.0 %
Herbicidal activity against Echinochloa oryzicola at 1 g a.i/a treated at 2.5 leaf stage measured after 3 weeks Echinochloa oryzicola 60.0 %
Herbicidal activity against Echinochloa oryzicola at 2.5 g a.i/a treated at 2.5 leaf stage measured after 3 weeks Echinochloa oryzicola 95.0 %
Herbicidal activity against Echinochloa oryzicola at 5.0 g a.i/a treated at 2.5 leaf stage measured after 3 weeks Echinochloa oryzicola 98.0 %
Herbicidal activity against Echinochloa oryzicola at 1 g a.i/a treated at 1.5 leaf stage measured after 3 weeks Echinochloa oryzicola 98.0 %
Herbicidal activity against Echinochloa oryzicola at 2.5 g a.i/a treated at 1.5 leaf stage measured after 3 weeks Echinochloa oryzicola 98.0 %
Herbicidal activity against Echinochloa oryzicola at 5.0 g a.i/a treated at 1.5 leaf stage measured after 3 weeks Echinochloa oryzicola 100.0 %
Post-emergence herbicide activity against Schoenoplectiella juncoides under greenhouse condition at 1 g a.i/a treated at one-leaf stage measured after 3 weeks Schoenoplectiella juncoides 0.1 %
Post-emergence herbicide activity against Schoenoplectiella juncoides under greenhouse condition at 10 g a.i/a treated at one-leaf stage measured after 3 weeks Schoenoplectiella juncoides 87.6 %
Pre-emergence herbicide activity against Schoenoplectiella juncoides under greenhouse condition at 1 g a.i/a measured after 3 weeks Schoenoplectiella juncoides 100.0 %
Pre-emergence herbicide activity against Schoenoplectiella juncoides under greenhouse condition at 10 g a.i/a measured after 3 weeks Schoenoplectiella juncoides 100.0 %
Pre-emergence herbicide activity against Echinochloa oryzicola under greenhouse condition at 1 g a.i/a measured after 3 weeks Echinochloa oryzicola 100.0 %
Post-emergence herbicide activity against Echinochloa oryzicola under greenhouse condition at 1 g a.i/a treated at one-leaf stage measured after 3 weeks Echinochloa oryzicola 87.6 %
Post-emergence herbicide activity against Echinochloa oryzicola under greenhouse condition at 10 g a.i/a treated at one-leaf stage measured after 3 weeks Echinochloa oryzicola 100.0 %
Pre-emergence herbicide activity against Echinochloa oryzicola under greenhouse condition at 10 g a.i/a measured after 3 weeks Echinochloa oryzicola 100.0 %
Drug metabolism in 2.5-leaf stage Oryza sativa (rice) assessed as 1-[1-(3,5-dichlorophenyl)-1-methylethyl]-4-methyl-3-phenyl-3-pyrrolin-2-one level per gram of fresh weight at 25 nM after 6 days Oryza sativa 0.47 nM
Drug metabolism in 2.5-leaf stage Echinochloa oryzicola assessed as 1-[1-(3,5-dichlorophenyl)-1-methylethyl]-4-methyl-3-phenyl-3-pyrrolin-2-one level per gram of fresh weight at 25 nM after 6 days Echinochloa oryzicola 1.88 nM
Drug metabolism assessed as parent compound level in presence of porcine esterase and 10 uM of triphenyl phosphate None 4.26 uM
Drug metabolism assessed as formation of 1-[1-(3,5-dichlorophenyl)-1-methylethyl]-4-methyl-3-phenyl-3-pyrrolin-2-one in presence of porcine esterase and 10 uM triphenyl phosphate None 0.66 uM
Drug metabolism assessed as parent compound level in presence of porcine esterase and 1 uM of triphenyl phosphate None 2.5 uM
Drug metabolism assessed as formation of 1-[1-(3,5-dichlorophenyl)-1-methylethyl]-4-methyl-3-phenyl-3-pyrrolin-2-one in presence of porcine esterase and 1 uM triphenyl phosphate None 2.69 uM
Drug metabolism assessed as parent compound level in presence of porcine esterase None 1.97 uM
Drug metabolism assessed as formation of 1-[1-(3,5-dichlorophenyl)-1-methylethyl]-4-methyl-3-phenyl-3-pyrrolin-2-one in presence of porcine esterase None 3.0 uM
Toxicity in zero transplanted Oryza sativa (rice) assessed as growth inhibition at 5 to 10 g/a by greenhouse test in presence of fenitrothion Oryza sativa None
Toxicity in zero transplanted Oryza sativa (rice) assessed as growth inhibition at 5 to 10 g/a by greenhouse test in presence of triphenyl phosphate Oryza sativa None
Toxicity in zero transplanted Oryza sativa (rice) assessed as growth inhibition at 5 to 10 g/a by greenhouse test Oryza sativa None
Toxicity in 2 cm transplanted Oryza sativa (rice) assessed as growth inhibition at 10 g/a by greenhouse test Oryza sativa None
Herbicidal activity against 2.5-leaf stage of Echinochloa oryzicola assessed as growth inhibition at 2.5 g/a by greenhouse test in presence of fenitrothion Echinochloa oryzicola None
Herbicidal activity against 2.5-leaf stage of Echinochloa oryzicola assessed as growth inhibition at 2.5 g/a by greenhouse test in presence of triphenyl phosphate Echinochloa oryzicola None
Herbicidal activity against 2.5-leaf stage of Echinochloa oryzicola assessed as growth inhibition at 2.5 g/a by greenhouse test Echinochloa oryzicola 96.0 %
Herbicidal activity against Echinochloa oryzicola assessed as shoot length after 7 days by hydroponics test in presence of 1-aminobenzotriazole Echinochloa oryzicola None
Herbicidal activity against Echinochloa oryzicola assessed as shoot length after 7 days by hydroponics test in presence of tributylphosphate Echinochloa oryzicola None
Herbicidal activity against Echinochloa oryzicola assessed as shoot length after 7 days by hydroponics test in presence of fenitrothion Echinochloa oryzicola None
Herbicidal activity against Echinochloa oryzicola assessed as shoot length after 7 days by hydroponics test in presence of triphenyl phosphate Echinochloa oryzicola None
Selectivity ratio of I50 for Oryza sativa to I50 for Echinochloa oryzicola by hydroponics test None 104.0
Toxicity in Oryza sativa (rice) assessed as shoot length after 7 days by hydroponics test Oryza sativa 2630.0 nM
Herbicidal activity against Echinochloa oryzicola assessed as shoot length after 7 days by hydroponics test Echinochloa oryzicola 25.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL2269244
PubChem 76312354
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