Synonyms
UNII 32MS8ZRD1V
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 WYEMLYFITZORAB-UHFFFAOYSA-N
Smiles Clc1ccc(cc1)c2ccccc2NC(=O)c3cccnc3Cl
InChI
InChI=1S/C18H12Cl2N2O/c19-13-9-7-12(8-10-13)14-4-1-2-6-16(14)22-18(23)15-5-3-11-21-17(15)20/h1-11H,(H,22,23)

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H12Cl2N2O
Molecular Weight 343.21
AlogP 4.52
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 3.0
Polar Surface Area 41.99
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 23.0
Assay Description Organism Bioactivity Reference
Resistance factor, ratio of EC50 for pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate CA8R3 to EC50 for wild type Pestalotiopsis microspora isolate CA-8 Pestalotiopsis microspora 1.05
Resistance factor, ratio of EC50 for pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate CA8R2 to EC50 for wild type Pestalotiopsis microspora isolate CA-8 Pestalotiopsis microspora 0.95
Resistance factor, ratio of EC50 for pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate CA8R1 to EC50 for wild type Pestalotiopsis microspora isolate CA-8 Pestalotiopsis microspora 0.97
Resistance factor, ratio of EC50 for pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate LA1R2 to EC50 for wild type Pestalotiopsis microspora isolate LA-1 Pestalotiopsis microspora 1.02
Resistance factor, ratio of EC50 for pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate LA1R1 to EC50 for wild type Pestalotiopsis microspora isolate LA-1 Pestalotiopsis microspora 0.98
Fungicidal activity against pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate CA8R3 assessed as conidium germination inhibition at 25 degC Pestalotiopsis microspora 19.0 ug.mL-1
Fungicidal activity against pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate CA8R2 assessed as conidium germination inhibition at 25 degC Pestalotiopsis microspora 17.7 ug.mL-1
Fungicidal activity against pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate CA8R1 assessed as conidium germination inhibition at 25 degC Pestalotiopsis microspora 18.1 ug.mL-1
Fungicidal activity against wild type Pestalotiopsis microspora isolate CA-8 assessed as conidium germination inhibition at 25 degC Pestalotiopsis microspora 18.6 ug.mL-1
Fungicidal activity against pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate LA1R2 assessed as conidium germination inhibition at 25 degC Pestalotiopsis microspora 20.6 ug.mL-1
Fungicidal activity against pyraclostrobin-resistant mutant Pestalotiopsis microspora isolate LA1R1 assessed as conidium germination inhibition at 25 degC Pestalotiopsis microspora 19.7 ug.mL-1
Fungicidal activity against wild type Pestalotiopsis microspora isolate LA-1 assessed as conidium germination inhibition at 25 degC Pestalotiopsis microspora 20.1 ug.mL-1
Fungicidal activity against Pestalotiopsis microspora infected in Chinese hickory orchards assessed as conidium germination inhibition at 25 degC after 24 hr Pestalotiopsis microspora 23.92 ug.mL-1
Fungicidal activity against Pestalotiopsis microspora infected Chinese hickory orchards assessed as mycelial growth inhibition at 25 degC after 5 days Pestalotiopsis microspora 166.93 ug.mL-1
Antifungal activity against mepronil-resistant Rhizoctonia solani JSR3 after 2 days Rhizoctonia solani 2.08 ug.mL-1
Antifungal activity against mepronil-resistant Rhizoctonia solani JSR2 after 2 days Rhizoctonia solani 2.13 ug.mL-1
Antifungal activity against mepronil-resistant Rhizoctonia solani JSR1 after 2 days Rhizoctonia solani 2.26 ug.mL-1
Antifungal activity against mepronil-sensitive wild type Rhizoctonia solani JS7 after 2 days Rhizoctonia solani 2.15 ug.mL-1
Antifungal activity against mepronil-resistant Rhizoctonia solani ZJR2 after 2 days Rhizoctonia solani 2.15 ug.mL-1
Antifungal activity against mepronil-resistant Rhizoctonia solani ZJR3 after 2 days Rhizoctonia solani 1.93 ug.mL-1
Antifungal activity against mepronil-resistant Rhizoctonia solani ZJR1 after 2 days Rhizoctonia solani 1.87 ug.mL-1
Antifungal activity against mepronil-sensitive wild type Rhizoctonia solani ZJ-1 after 2 days Rhizoctonia solani 1.98 ug.mL-1
Antifungal activity against Sclerotinia sclerotiorum in oilseed rape field assessed as disease control at 250/ha measured 1 week before harvest Sclerotinia sclerotiorum 75.1 %
Antifungal activity against Sclerotinia sclerotiorum in oilseed rape field assessed as disease control at 125/ha measured 1 week before harvest Sclerotinia sclerotiorum 65.2 %
Antifungal activity against Sclerotinia sclerotiorum in oilseed rape field assessed as disease control at 187.5/ha measured 1 week before harvest Sclerotinia sclerotiorum 69.0 %
Antifungal activity against Sclerotinia sclerotiorum in oilseed rape field assessed as disease control at 80/ha measured 1 week before harvest Sclerotinia sclerotiorum 49.7 %
Antifungal activity against Sclerotinia sclerotiorum in synthetic medium assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.12 ug.mL-1
Antifungal activity against Sclerotinia sclerotiorum in czapek medium assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.13 ug.mL-1
Antifungal activity against Sclerotinia sclerotiorum in PDA plates assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.17 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-resistant Sclerotinia sclerotiorum CZ57-2 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.183 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-resistant Sclerotinia sclerotiorum CZ57-3 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.163 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-resistant Sclerotinia sclerotiorum ZJ288-3 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.262 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-resistant Sclerotinia sclerotiorum CZ57-1 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.115 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-resistant Sclerotinia sclerotiorum ZJ288-2 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.126 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-sensitive Sclerotinia sclerotiorum SZ48 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.168 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-resistant Sclerotinia sclerotiorum ZJ288-1 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.195 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-sensitive Sclerotinia sclerotiorum ZJ47 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.188 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-sensitive Sclerotinia sclerotiorum TZ83 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.19 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-sensitive Sclerotinia sclerotiorum YC35 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.195 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-sensitive Sclerotinia sclerotiorum ZJ44 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.223 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-sensitive Sclerotinia sclerotiorum CZ57 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.186 ug.mL-1
Antifungal activity against carbendazim-resistant and dimethachlon-sensitive Sclerotinia sclerotiorum ZJ288 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.18 ug.mL-1
Antifungal activity against carbendazim and dimethachlon-sensitive Sclerotinia sclerotiorum SZ47 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.181 ug.mL-1
Antifungal activity against carbendazim and dimethachlon-sensitive Sclerotinia sclerotiorum SZ62 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.17 ug.mL-1
Antifungal activity against carbendazim and dimethachlon-sensitive Sclerotinia sclerotiorum YZ116 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.195 ug.mL-1
Antifungal activity against carbendazim and dimethachlon-sensitive Sclerotinia sclerotiorum YZ114 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.195 ug.mL-1
Antifungal activity against carbendazim and dimethachlon-sensitive Sclerotinia sclerotiorum YZ112 assessed as inhibition of mycelial growth after 2 days Sclerotinia sclerotiorum 0.211 ug.mL-1
Fungicidal activity against Monilinia laxa isolate MLX1 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 60.03 %
Fungicidal activity against Monilinia laxa isolate MLP4 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 0.0 %
Fungicidal activity against Monilinia laxa isolate MLK12 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 45.05 %
Fungicidal activity against Monilinia laxa isolate MLK1 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 62.05 %
Fungicidal activity against Monilinia laxa isolate MLC2 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 0.0 %
Fungicidal activity against Monilinia laxa isolate MLX5 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 0.0 %
Fungicidal activity against Monilinia laxa isolate MLP2 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 66.82 %
Fungicidal activity against Monilinia laxa isolate MLBO5 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 0.0 %
Fungicidal activity against Monilinia laxa isolate MLBO2 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 36.67 %
Fungicidal activity against Monilinia laxa isolate MLA1 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 42.73 %
Fungicidal activity against Monilinia laxa isolate MLG1 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 0.0 %
Antifungal activity against Botryotinia fuckeliana in Cucumber seedlings assessed as reduction of gray mold diseases compound spraying was performed 3 hr prior to inoculation by preventive effect assay Botryotinia fuckeliana 0.8 ug.mL-1
Protective antifungal activity against Botryotinia fuckeliana inoculated in fungicide-applied strawberry fruit assessed as disease severity measuring lesion diameter at 300 ug AI/ml applied 96 hr prior-inoculation Botryotinia fuckeliana 3.4 mm
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae MDR to EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 by germ tube elongation assay Oculimacula yallundae 4.5
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae MDR to EC50 for wild type Oculimacula yallundae TriS by germ tube elongation assay Oculimacula yallundae 5.0
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR2 to EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 by germ tube elongation assay Oculimacula yallundae 1.2
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR2 to EC50 for wild type Oculimacula yallundae TriS by germ tube elongation assay Oculimacula yallundae 1.3
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 to EC50 for wild type Oculimacula yallundae TriS by germ tube elongation assay Oculimacula yallundae 1.1
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae MDR to EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 by mycelial growth inhibition assay Oculimacula yallundae 10.0
Selectivity index, ratio of EC50 for Oculimacula acuformis to EC50 for Oculimacula yallundae in presence of 5 g sodium succinate by mycelial growth inhibition assay None 0.06
Fungicidal activity against Oculimacula yallundae assessed as inhibition of mycelial growth in presence of 5 g sodium succinate incubated at 19 degC in dark for 4 weeks Oculimacula yallundae 5.0 ug.mL-1
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 to EC50 for wild type Oculimacula yallundae TriS by mycelial growth inhibition assay Oculimacula yallundae 0.8
Fungicidal activity against Oculimacula acuformis assessed as inhibition of mycelial growth in presence of 5 g sodium succinate incubated at 19 degC in dark for 4 weeks Oculimacula acuformis 0.3 ug.mL-1
Selectivity index, ratio of EC50 for Oculimacula acuformis to EC50 for Oculimacula yallundae in presence of 10 g glucose by mycelial growth inhibition assay None 0.08
Fungicidal activity against Oculimacula yallundae assessed as inhibition of mycelial growth in presence of 10 g glucose incubated at 19 degC in dark for 4 weeks Oculimacula yallundae 0.4 ug.mL-1
Fungicidal activity against Oculimacula acuformis assessed as inhibition of mycelial growth in presence of 10 g glucose incubated at 19 degC in dark for 4 weeks Oculimacula acuformis 0.3 ug.mL-1
Selectivity index, ratio of EC50 for Oculimacula acuformis to EC50 for Oculimacula yallundae by germ tube elongation inhibition assay None 0.8
Fungicidal activity against Oculimacula yallundae assessed as inhibition of germ tube elongation incubated at 19 degC in dark for 48 hr Oculimacula yallundae 0.03 ug.mL-1
Fungicidal activity against Oculimacula acuformis assessed as inhibition of germ tube elongation incubated at 19 degC in dark for 48 hr Oculimacula acuformis 0.025 ug.mL-1
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR2 to EC50 for wild type Oculimacula yallundae TriS by mycelial growth inhibition assay Oculimacula yallundae 1.0
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR2 to EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 by mycelial growth inhibition assay Oculimacula yallundae 1.3
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae MDR to EC50 for wild type Oculimacula yallundae TriS by mycelial growth inhibition assay Oculimacula yallundae 7.5
Antifungal activity against Fusarium oxysporum assessed as inhibition of mycelium growth at 100 ug/ml Fusarium oxysporum 4.3 %
Antifungal activity against Cytospora mandshurica assessed as inhibition of mycelium growth at 100 ug/ml Cytospora 3.4 %
Antifungal activity against Fusarium graminearum assessed as inhibition of mycelium growth at 100 ug/ml Fusarium graminearum 35.9 %
Fungicidal activity against Zymoseptoria tritici isolate TAG74-3 with 120 bp insertion expressing CYP51 variant with combination of L50S, S188N, I381V, deltaY459/G460 and N513K mutations assessed as fungal growth inhibition Zymoseptoria tritici 0.719 ug.mL-1
Fungicidal activity against Zymoseptoria tritici isolate OP7 with 120 bp insertion expressing CYP51 variant with combination of L50S, S188N, I381V, deltaY459/G460 and N513K mutations assessed as fungal growth inhibition Zymoseptoria tritici 0.808 ug.mL-1
Fungicidal activity against Zymoseptoria tritici isolate TAG1-18 with 120 bp insertion expressing CYP51 variant with combination of L50S, S188N, I381V, deltaY459/G460 and N513K mutations assessed as fungal growth inhibition Zymoseptoria tritici 0.976 ug.mL-1
Fungicidal activity against Zymoseptoria tritici isolate V18 with 120 bp insertion expressing CYP51 variant with combination of L50S, S188N, I381V, deltaY459/G460 and N513K mutations assessed as fungal growth inhibition Zymoseptoria tritici None
Fungicidal activity against Zymoseptoria tritici isolate OP6 without 120 bp insertion expressing CYP51 variant with combination of L50S, S188N, I381V, deltaY459/G460 and N513K mutations assessed as fungal growth inhibition Zymoseptoria tritici 0.841 ug.mL-1
Fungicidal activity against Zymoseptoria tritici isolate R10-13 without 120 bp insertion expressing CYP51 variant with combination of L50S, S188N, I381V, deltaY459/G460 and N513K mutations assessed as fungal growth inhibition Zymoseptoria tritici None
Fungicidal activity against Zymoseptoria tritici isolate R03-54 without 120 bp insertion expressing CYP51 variant with combination of L50S, S188N, I381V, deltaY459/G460 and N513K mutations assessed as fungal growth inhibition Zymoseptoria tritici 0.766 ug.mL-1
Fungicidal activity against Zymoseptoria tritici isolate R03-29 without 120 bp insertion expressing CYP51 variant with combination of L50S, S188N, I381V, deltaY459/G460 and N513K mutations assessed as fungal growth inhibition Zymoseptoria tritici 0.21 ug.mL-1
Fungicidal activity against Zymoseptoria tritici isolate IPO323 without 120 bp insertion expressing wild type CYP51 assessed as fungal growth inhibition Zymoseptoria tritici 0.554 ug.mL-1
Antifungal activity against boscalid-resistant Alternaria alternata isolate Aa122 expressing AaSDHC H134R mutant Alternaria alternata 50.0 ppm
Antifungal activity against boscalid-resistant Alternaria alternata isolate Aa111 expressing AaSDHB H277Y mutant Alternaria alternata 50.0 ppm
Antifungal activity against boscalid-resistant Alternaria alternata isolate Aa29 expressing AaSDHB H277Y mutant Alternaria alternata 50.0 ppm
Antifungal activity against wild type Alternaria alternata isolate Aa16 Alternaria alternata 0.5 ppm
Antifungal activity against boscalid-resistant Alternaria alternata expressing AaSDHD H133R mutant assessed as inhibition of mycelial growth at 10 ppm relative to untreated control Alternaria alternata 47.46 %
Antifungal activity against boscalid-resistant Alternaria alternata expressing AaSDHC H134R mutant assessed as inhibition of mycelial growth at 10 ppm relative to untreated control Alternaria alternata 31.87 %
Antifungal activity against boscalid-resistant Alternaria alternata expressing AaSDHB H277Y mutant assessed as inhibition of mycelial growth at 10 ppm relative to untreated control Alternaria alternata 30.7 %
Antifungal activity against wild type Alternaria alternata assessed as inhibition of mycelial growth at 10 ppm relative to untreated control Alternaria alternata 87.23 %
Antifungal activity against resistant Botryotinia fuckeliana isolates obtained from excessive treatment with with Signum Botryotinia fuckeliana 100.0 ppm
Antifungal activity against Botryotinia fuckeliana inoculated in strawberry fruit Botryotinia fuckeliana 0.09 ug.mL-1
Curative antifungal activity against Botryotinia fuckeliana inoculated in strawberry fruit assessed as disease control efficacy at 300 ug AI/ml applied 96 hr post-inoculation relative to control Botryotinia fuckeliana 29.8 %
Curative antifungal activity against Botryotinia fuckeliana inoculated in strawberry fruit assessed as disease severity measuring lesion diameter at 300 ug AI/ml applied 96 hr post-inoculation Botryotinia fuckeliana 13.2 mm
Curative antifungal activity against Botryotinia fuckeliana inoculated in strawberry fruit assessed as disease control efficacy at 300 ug AI/ml applied 24 hr post-inoculation relative to control Botryotinia fuckeliana 74.7 %
Curative antifungal activity against Botryotinia fuckeliana inoculated in strawberry fruit assessed as disease severity measuring lesion diameter at 300 ug AI/ml applied 24 hr post-inoculation Botryotinia fuckeliana 4.7 mm
Curative antifungal activity against Botryotinia fuckeliana inoculated in strawberry fruit assessed as disease control efficacy at 300 ug AI/ml applied 48 hr post-inoculation relative to control Botryotinia fuckeliana 94.1 %
Curative antifungal activity against Botryotinia fuckeliana inoculated in strawberry fruit assessed as disease severity measuring lesion diameter at 300 ug AI/ml applied 48 hr post-inoculation Botryotinia fuckeliana 1.1 mm
Protective antifungal activity against Botryotinia fuckeliana inoculated in fungicide-applied strawberry fruit assessed as disease control efficacy at 300 ug AI/ml applied 24 hr prior inoculation relative to control Botryotinia fuckeliana 91.7 %
Protective antifungal activity against Botryotinia fuckeliana inoculated in fungicide-applied strawberry fruit assessed as disease severity measuring lesion diameter at 300 ug AI/ml applied 24 hr prior inoculation Botryotinia fuckeliana 1.5 mm
Protective antifungal activity against Botryotinia fuckeliana inoculated in fungicide-applied strawberry fruit assessed as disease control efficacy at 300 ug AI/ml applied 48 hr prior inoculation relative to control Botryotinia fuckeliana 84.0 %
Protective antifungal activity against Botryotinia fuckeliana inoculated in fungicide-applied strawberry fruit assessed as disease severity measuring lesion diameter at 300 ug AI/ml applied 48 hr prior inoculation Botryotinia fuckeliana 3.0 mm
Protective antifungal activity against Botryotinia fuckeliana inoculated in fungicide-applied strawberry fruit assessed as disease control efficacy at 300 ug AI/ml applied 96 hr prior-inoculation relative to control Botryotinia fuckeliana 81.8 %

Cross References

Resources Reference
ChEMBL CHEMBL1076544
FDA SRS 32MS8ZRD1V
PubChem 213013
SureChEMBL SCHEMBL18517
ZINC ZINC03612929