TRIADIMEFON

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Synonyms
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 WURBVZBTWMNKQT-UHFFFAOYSA-N
Smiles CC(C)(C)C(=O)C(Oc1ccc(Cl)cc1)n2cncn2
InChI
InChI=1S/C14H16ClN3O2/c1-14(2,3)12(19)13(18-9-16-8-17-18)20-11-6-4-10(15)5-7-11/h4-9,13H,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H16ClN3O2
Molecular Weight 293.75
AlogP 3.64
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 5.0
Polar Surface Area 57.01
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 20.0
Assay Description Organism Bioactivity Reference
Fungicidal activity against Penicillium digitatum at 26 degC after 48 hr by growth inhibition test Penicillium digitatum 2.27 ug.mL-1
Fungicidal activity against Penicillium digitatum at 50 mg/l at 26 degC after 48 hr by growth inhibition test Penicillium digitatum 100.0 %
Binding affinity to Penicillium digitatum CYP51 expressed in Escherichia coli BL21 (DE3) cells by binding spectrum method Penicillium digitatum 990.0 nM
Binding affinity to Penicillium digitatum CYP51 expressed in Escherichia coli BL21 (DE3) cells assessed as absorption spectral changes with maximum at 420-430 nm and trough at 390-410 nm (type II) by binding spectrum method Penicillium digitatum None
In vitro fungicidal activity against Colletotrichum gossypii assessed as mycelial growth inhibition at 26 degC after 48 hr by agar diffusion assay Colletotrichum gossypii 19000.0 nM
In vitro fungicidal activity against Dothiorella gregaria assessed as mycelial growth inhibition at 26 degC after 48 hr by agar diffusion assay Dothiorella gregaria 317000.0 nM
In vitro fungicidal activity against Fusarium graminearum assessed as mycelial growth inhibition at 26 degC after 48 hr by agar diffusion assay Fusarium graminearum 163000.0 nM
In vitro fungicidal activity against Botryotinia fuckeliana assessed as mycelial growth inhibition at 26 degC after 48 hr by agar diffusion assay Botryotinia fuckeliana 41000.0 nM
In vitro fungicidal activity against Rhizoctonia solani assessed as mycelial growth inhibition at 26 degC after 48 hr by agar diffusion assay Rhizoctonia solani 14000.0 nM
In vitro fungicidal activity against Fusarium oxysporum assessed as mycelial growth inhibition at 26 degC after 48 hr by agar diffusion assay Fusarium oxysporum 40000.0 nM
In vitro fungicidal activity against Colletotrichum gossypii assessed as mycelial growth inhibition at 50 mg/l at 26 degC after 48 hr by agar diffusion assay Colletotrichum gossypii 97.0 %
In vitro fungicidal activity against Dothiorella gregaria assessed as mycelial growth inhibition at 50 mg/l at 26 degC after 48 hr by agar diffusion assay Dothiorella gregaria 14.0 %
In vitro fungicidal activity against Fusarium graminearum assessed as mycelial growth inhibition at 50 mg/l at 26 degC after 48 hr by agar diffusion assay Fusarium graminearum 59.0 %
In vitro fungicidal activity against Botryotinia fuckeliana assessed as mycelial growth inhibition at 50 mg/l at 26 degC after 48 hr by agar diffusion assay Botryotinia fuckeliana 78.0 %
In vitro fungicidal activity against Rhizoctonia solani assessed as mycelial growth inhibition at 50 mg/l at 26 degC after 48 hr by agar diffusion assay Rhizoctonia solani 91.0 %
In vitro fungicidal activity against Fusarium oxysporum assessed as mycelial growth inhibition at 50 mg/l at 26 degC after 48 hr by agar diffusion assay Fusarium oxysporum 91.0 %
In vitro fungicidal activity against Colletotrichum gossypii assessed as mycelial growth inhibition at 100 mg/l at 26 degC after 48 hr by agar diffusion assay Colletotrichum gossypii 100.0 %
In vitro fungicidal activity against Dothiorella gregaria assessed as mycelial growth inhibition at 100 mg/l at 26 degC after 48 hr by agar diffusion assay Dothiorella gregaria 71.0 %
In vitro fungicidal activity against Fusarium graminearum assessed as mycelial growth inhibition at 100 mg/l at 26 degC after 48 hr by agar diffusion assay Fusarium graminearum 76.0 %
In vitro fungicidal activity against Botryotinia fuckeliana assessed as mycelial growth inhibition at 100 mg/l at 26 degC after 48 hr by agar diffusion assay Botryotinia fuckeliana 96.0 %
In vitro fungicidal activity against Rhizoctonia solani assessed as mycelial growth inhibition at 100 mg/l at 26 degC after 48 hr by agar diffusion assay Rhizoctonia solani 100.0 %
In vitro fungicidal activity against Fusarium oxysporum assessed as mycelial growth inhibition at 100 mg/l at 26 degC after 48 hr by agar diffusion assay Fusarium oxysporum 97.0 %
Fungicidal activity against Rhizoctonia solani assessed as induction of electrolyte leakage from hyphae at 50 ug/mL by cell membrane permeability assay Rhizoctonia solani None
Antifungal activity against Colletotrichum gossypii assessed as inhibition rate at 50 ug/mL Colletotrichum gossypii 95.0 %
Antifungal activity against Dothiorella gregaria assessed as inhibition rate at 50 ug/mL Dothiorella gregaria 61.0 %
Antifungal activity against Fusarium graminearum assessed as inhibition rate at 50 ug/mL Fusarium graminearum 72.0 %
Antifungal activity against Rhizoctonia solani assessed as inhibition rate at 50 ug/mL Rhizoctonia solani 90.0 %
Antifungal activity against Botrytis cinereapers assessed as inhibition rate at 50 ug/mL Botrytis 84.0 %
Antifungal activity against Fusarium oxysporum assessed as inhibition rate at 50 ug/mL Fusarium oxysporum 86.0 %
Fungicidal activity against Cladosporium cucumerinum assessed as growth inhibition at 50 ug/ml at 23 degC after 3 days Cladosporium cucumerinum 81.5 %
Growth regulation of Cucumis sativus (cucumber) seeds assessed as rhizogenesis at 10 ug/ml at 24 degC after 3 days by cucumber cotyledon test Cucumis sativus 50.2 %
Fungicidal activity against Mycosphaerella arachidis assessed as growth inhibition at 50 ug/ml at 23 degC after 3 days Mycosphaerella arachidis 73.4 %
Fungicidal activity against Botryosphaeria berengeriana assessed as growth inhibition at 50 ug/ml at 23 degC after 3 days Botryosphaeria berengeriana 86.7 %
Fungicidal activity against Fusarium graminearum assessed as growth inhibition at 50 ug/ml at 23 degC after 3 days Fusarium graminearum 72.6 %
Fungicidal activity against Alternaria solani assessed as growth inhibition at 50 ug/ml at 23 degC after 3 days Alternaria solani 66.1 %
Fungicidal activity against Blumeria graminis f. sp. triticii inoculated on wheat seedlings followed by 125 ppm compound application 7 days after fungal inoculation assessed as wheat powdery mildew disease controlling activity relative to untreated control Blumeria graminis f. sp. tritici 97.0 %
Fungicidal activity against Blumeria graminis f. sp. triticii inoculated on wheat seedlings followed by 125 ppm compound application 7 days after fungal inoculation assessed as infected leaf area (Rvb = 37.8%) Blumeria graminis f. sp. tritici 1.4 %
Antifungal activity against Penicillium digitatum after 48 hr Penicillium digitatum 2.27 ug.mL-1
Binding affinity to Penicillium digitatum recombinant N-terminal-His6 tagged CYP51 expressed in Escherichia coli BL21(DE3) by spectrophotometric analysis Penicillium digitatum 420.0 nM
Binding affinity to Penicillium digitatum CYP51 Penicillium digitatum 7.72 ug.mL-1 Binding affinity to Penicillium digitatum CYP51 Penicillium digitatum 0.42 ug ml-1
Fungicidal activity against Penicillium digitatum assessed as inhibition of mycelium measured after 48 hr Penicillium digitatum 7.72 ug.mL-1
Fungicidal activity against Penicillium digitatum assessed as inhibition of mycelium at 1 ug/ml measured after 48 hr Penicillium digitatum 0.0 %
Fungicidal activity against Penicillium digitatum assessed as inhibition of mycelium at 50 ug/ml measured after 48 hr Penicillium digitatum 100.0 %
Fungicidal activity against Penicillium digitatum assessed as inhibition of mycelium at 25 ug/ml measured after 48 hr Penicillium digitatum 100.0 %
Fungicidal activity against Penicillium digitatum assessed as inhibition of mycelium at 10 ug/ml measured after 48 hr Penicillium digitatum 60.0 %
Fungicidal activity against Penicillium digitatum assessed as inhibition of mycelium at 5 ug/ml measured after 48 hr Penicillium digitatum 27.0 %
Resistant ratio, ratio of EC50 for Podosphaera fuliginea isolate N-2 to EC50 for Podosphaera fuliginea isolate K-7 Podosphaera fuliginea 553.4
Resistant ratio, ratio of EC50 for Podosphaera fuliginea isolate N-1 to EC50 for Podosphaera fuliginea isolate K-7 Podosphaera fuliginea 94.4
Resistant ratio, ratio of EC50 for Podosphaera fuliginea isolate S-2 to EC50 for Podosphaera fuliginea isolate K-7 Podosphaera fuliginea 1.8
Antifungal activity against Podosphaera fuliginea isolate K-7 in cucumber plants assessed as percentage of infected leaf area at 25 ppm treated 3 times at 7-day interval by foliar spray test Podosphaera fuliginea 98.8 %
Antifungal activity against Podosphaera fuliginea isolate N-2 in cucumber plants assessed as percentage of infected leaf area at 25 ppm treated 3 times at 7-day interval by foliar spray test Podosphaera fuliginea 45.8 %
Antifungal activity against Podosphaera fuliginea isolate N-1 in cucumber plants assessed as percentage of infected leaf area at 25 ppm treated 3 times at 7-day interval by foliar spray test Podosphaera fuliginea 76.0 %
Antifungal activity against Podosphaera fuliginea isolate S-2 in cucumber plants assessed as percentage of infected leaf area at 25 ppm treated 3 times at 7-day interval by foliar spray test Podosphaera fuliginea 100.0 %
Antifungal activity against Podosphaera fuliginea isolate K-7 in cucumber plants by leaf disc method Podosphaera fuliginea 1.03 10'-2ppm
Antifungal activity against Podosphaera fuliginea isolate N-2 in cucumber plants by leaf disc method Podosphaera fuliginea 5.7 ppm
Antifungal activity against Podosphaera fuliginea isolate N-1 in cucumber plants by leaf disc method Podosphaera fuliginea 9.72 10'-1ppm
Antifungal activity against Podosphaera fuliginea isolate S-2 in cucumber plants by leaf disc method Podosphaera fuliginea 1.82 10'-2ppm
Fungicidal activity against Blumeria graminis f. sp. tritici assessed as wheat powdery mildew disease control at 0.5 ppm foliar application for 24 hr before inoculation by preventive manner Blumeria graminis f. sp. tritici 30.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici assessed as wheat powdery mildew disease control at 0.5 ppm foliar application for 24 hr after inoculation by curative manner Blumeria graminis f. sp. tritici 50.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici assessed as wheat powdery mildew disease control at 2 ppm foliar application for 24 hr after inoculation by curative manner Blumeria graminis f. sp. tritici 90.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici assessed as wheat powdery mildew disease control at 7.8 ppm foliar application for 24 hr after inoculation by curative manner Blumeria graminis f. sp. tritici 90.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici assessed as wheat powdery mildew disease control at 2 ppm foliar application for 24 hr before inoculation by preventive manner Blumeria graminis f. sp. tritici 50.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici assessed as wheat powdery mildew disease control at 7.8 ppm foliar application for 24 hr before inoculation by preventive manner Blumeria graminis f. sp. tritici 97.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici assessed as wheat powdery mildew disease control at 31.3 ppm foliar application for 24 hr before inoculation by preventive manner Blumeria graminis f. sp. tritici 97.0 %
Fungicidal activity against Colletotrichum gossypii assessed as inhibition of fungal growth at 50 ug/ml after 48 hr Colletotrichum gossypii 95.0 %
Fungicidal activity against Dothiorella gregaria assessed as inhibition of fungal growth at 50 ug/ml after 48 hr Dothiorella gregaria 61.0 %
Fungicidal activity against Botryotinia fuckeliana Pers assessed as inhibition of fungal growth at 50 ug/ml after 48 hr Botryotinia fuckeliana 84.0 %
Fungicidal activity against Rhizoctonia solani assessed as inhibition of fungal growth at 50 ug/ml after 48 hr Rhizoctonia solani 90.0 %
Fungicidal activity against Podosphaera fuliginea in cucumber cotyledon assessed as control of powdery mildew measured as width inhibition at 2 ppm treated 24 hr inoculation at 22 +/- 2 degC measured after 10 days by vapour-phase activity test Podosphaera fuliginea None
Fungicidal activity against Podosphaera fuliginea in cucumber cotyledon assessed as control of powdery mildew measured as width inhibition at 7.8 ppm treated 24 hr inoculation at 22 +/- 2 degC measured after 10 days by vapour-phase activity test Podosphaera fuliginea 20.0 mm
Fungicidal activity against W-type Oculimacula yallundae assessed as inhibition of mycelial growth at 20 degC for 14 days Oculimacula yallundae 7.81 ppm Fungicidal activity against W-type Oculimacula yallundae assessed as inhibition of mycelial growth at 20 degC for 14 days Oculimacula yallundae 125.0 ppm
Fungicidal activity against Podosphaera fuliginea in cucumber cotyledon assessed as control of powdery mildew measured as length inhibition at 2 ppm treated 24 hr inoculation at 22 +/- 2 degC measured after 10 days by vapour-phase activity test Podosphaera fuliginea None
Fungicidal activity against Podosphaera fuliginea in cucumber cotyledon assessed as control of powdery mildew measured as length inhibition at 7.8 ppm treated 24 hr inoculation at 22 +/- 2 degC measured after 10 days by vapour-phase activity test Podosphaera fuliginea 20.0 mm
Fungicidal activity against Blumeria graminis f. sp. tritici in 2 weeks old wheat seedlings assessed as control of powdery mildew pretreated 24 hr before by foliar application at 22 +/- 2 degC under greenhouse and leaf area measured after 10 days of inoculation Blumeria graminis f. sp. tritici 1.6 ppm
Fungicidal activity against Blumeria graminis f. sp. tritici in 2 weeks old wheat seedlings assessed as control of powdery mildew at 0.125 ppm pretreated 24 hr before by foliar application at 22 +/- 2 degC under greenhouse and leaf area measured after 10 days of inoculation Blumeria graminis f. sp. tritici 0.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici in 2 weeks old wheat seedlings assessed as control of powdery mildew at 0.5 ppm pretreated 24 hr before by foliar application at 22 +/- 2 degC under greenhouse and leaf area measured after 10 days of inoculation Blumeria graminis f. sp. tritici 30.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici in 2 weeks old wheat seedlings assessed as control of powdery mildew at 2 ppm pretreated 24 hr before by foliar application at 22 +/- 2 degC under greenhouse and leaf area measured after 10 days of inoculation Blumeria graminis f. sp. tritici 57.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici in 2 weeks old wheat seedlings assessed as control of powdery mildew at 7.8 ppm pretreated 24 hr before by foliar application at 22 +/- 2 degC under greenhouse and leaf area measured after 10 days of inoculation Blumeria graminis f. sp. tritici 82.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici in 2 weeks old wheat seedlings assessed as control of powdery mildew at 31.3 ppm pretreated 24 hr before by foliar application at 22 +/- 2 degC under greenhouse and leaf area measured after 10 days of inoculation Blumeria graminis f. sp. tritici 94.0 %
Fungicidal activity against Blumeria graminis f. sp. tritici in 2 weeks old wheat seedlings assessed as control of powdery mildew at 125 ppm pretreated 24 hr before by foliar application at 22 +/- 2 degC under greenhouse and leaf area measured after 10 days of inoculation Blumeria graminis f. sp. tritici 99.0 %

Cross References

Resources Reference
ChEMBL CHEMBL520897
PubChem 39385
SureChEMBL SCHEMBL21204
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