TRIFLUMIZOLE

/static/temp/default.svg Search structure
Synonyms
Molecule Category Free-form
UNII 7J6Y4H9MV5
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 HSMVPDGQOIQYSR-KGENOOAVSA-N
Smiles CCCOC\C(=N/c1ccc(Cl)cc1C(F)(F)F)\n2ccnc2
InChI
InChI=1S/C15H15ClF3N3O/c1-2-7-23-9-14(22-6-5-20-10-22)21-13-4-3-11(16)8-12(13)15(17,18)19/h3-6,8,10H,2,7,9H2,1H3/b21-14+

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H15ClF3N3O
Molecular Weight 345.75
AlogP 3.76
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 7.0
Polar Surface Area 39.4
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 23.0
Assay Description Organism Bioactivity Reference
Antifungal activity against Sphaerotheca humuli assessed as diseased fruits in strawberry powdery mildew at 4000 fold dilution (Rvb = 62.2%) Sphaerotheca humuli 7.2 %
Antifungal activity against Sphaerotheca humuli assessed as control of strawberry powdery mildew at 4000 fold dilution Sphaerotheca humuli 89.0 %
Antifungal activity against wild type Sphaerotheca cucurbitae SFS-1 Sphaerotheca cucurbitae 0.1 ppm
Antifungal activity against kresoxim-methyl-resistant Sphaerotheca cucurbitae SFKMR-1 Sphaerotheca cucurbitae None
Antifungal activity against thiophanate-methyl-resistant Sphaerotheca cucurbitae SFTMR-1 Sphaerotheca cucurbitae None
Antifungal activity against triflumizole-resistant Sphaerotheca cucurbitae SFTFR-1 Sphaerotheca cucurbitae 5.0 ppm
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into 4alpha-methyl sterols at 1 x 10'-5 M after 3 hr Saccharomyces cerevisiae 10.3 %
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into 4,4-dimethyl sterols at 1 x 10'-5 M after 3 hr Saccharomyces cerevisiae 54.0 %
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into 2,3-oxidosqualene at 1 x 10'-5 M after 3 hr Saccharomyces cerevisiae 2.9 %
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into squalene at 1 x 10'-5 M after 3 hr Saccharomyces cerevisiae 19.3 %
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into 4-desmethyl sterols at 1 x 10'-5 M after 3 hr Saccharomyces cerevisiae 12.6 %
Resistance index, ratio of EC50 for prochloraz-resistant Oculimacula yallundae isolate ProR2 to EC50 for prochloraz-susceptible Oculimacula yallundae isolate ProS by germ tube elongation inhibition assay Oculimacula yallundae 0.8
Resistance index, ratio of EC50 for prochloraz-resistant Oculimacula yallundae isolate ProR1 to EC50 for prochloraz-susceptible Oculimacula yallundae isolate ProS by germ tube elongation inhibition assay Oculimacula yallundae 0.1
Fungicidal activity against prochloraz-susceptible Oculimacula yallundae isolate ProS assessed as inhibition of germ tube elongation incubated at 19 degC in dark for 48 hr Oculimacula yallundae 9.0 ug.mL-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 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 wild type Oculimacula yallundae TriS by germ tube elongation assay Oculimacula yallundae 243.0
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 0.3
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 71.0
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 214.0
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 30.0
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 0.8 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 25.0 ug.mL-1
Selectivity index, ratio of EC50 for Oculimacula acuformis to EC50 for Oculimacula yallundae by germ tube elongation inhibition assay None 129.0
Fungicidal activity against Oculimacula yallundae assessed as inhibition of germ tube elongation incubated at 19 degC in dark for 48 hr Oculimacula yallundae 0.07 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 9.0 ug.mL-1
Fungitoxic activity against Athelia rolfsii assessed as mycelial growth inhibition at 10 ppm after 3 days Athelia rolfsii 64.0 %
Fungitoxic activity against Pythium sp. assessed as mycelial growth inhibition at 10 ppm after 3 days Pythium 71.0 %
Fungitoxic activity against Athelia rolfsii assessed as mycelial growth inhibition at 100 ppm after 3 days Athelia rolfsii 100.0 %
Fungitoxic activity against Pythium sp. assessed as mycelial growth inhibition at 100 ppm after 3 days Pythium 94.0 %
Fungitoxic activity against Pythium sp. assessed as mycelial growth inhibition at 10 ppm after 4 to 5 days by agar dilution method Pythium 71.0 %
Fungitoxic activity against Pythium sp. assessed as mycelial growth inhibition at 100 ppm after 4 to 5 days by agar dilution method Pythium 94.0 %
Fungitoxic activity against Athelia rolfsii assessed as mycelial growth inhibition at 100 ppm after 4 to 5 days by agar dilution method Athelia rolfsii 100.0 %
Fungitoxic activity against Athelia rolfsii assessed as mycelial growth inhibition at 10 ppm after 4 to 5 days by agar dilution method Athelia rolfsii 64.0 %

Cross References

Resources Reference
ChEMBL CHEMBL463781
FDA SRS 7J6Y4H9MV5
SureChEMBL SCHEMBL21794
ZINC ZINC13827900
CONTENTS