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 HZJKXKUJVSEEFU-UHFFFAOYSA-N
Smiles CCCCC(Cn1cncn1)(C#N)c2ccc(Cl)cc2
InChI
InChI=1S/C15H17ClN4/c1-2-3-8-15(9-17,10-20-12-18-11-19-20)13-4-6-14(16)7-5-13/h4-7,11-12H,2-3,8,10H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H17ClN4
Molecular Weight 288.78
AlogP 3.72
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 6.0
Polar Surface Area 54.5
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 20.0
Assay Description Organism Bioactivity Reference
Antifungal activity against Diaporthe ampelina infected grape plant assessed as re-isolation of mycelium from infected vines at 0.12 kg a.i./ha treated for weeks in presence of regulaid followed by inoculation on medium measured after 72 hr (Rvb = 62.5%) Diaporthe ampelina 68.7 %
Antifungal activity against Diaporthe ampelina infected grape plant assessed as disease severity at internodes at 0.12 kg a.i./ha treated 3 to 6 hr prior to inoculation followed by 24 hr wetness period measured after 4 weeks in presence of regulaid (Rvb = 2.9%) Diaporthe ampelina 0.1 %
Antifungal activity against Diaporthe ampelina infected grape plant assessed as decrease in lesions on leaf at 0.12 kg a.i./ha treated 3 to 6 hr prior to inoculation followed by 24 hr wetness period measured after 4 weeks relative to control in presence of regulaid Diaporthe ampelina None
Antifungal activity against Diaporthe ampelina infected grape plant assessed as disease severity at internodes at 0.12 kg a.i./ha treated 3 to 6 hr prior to inoculation followed by 24 hr wetness period measured after 4 weeks (Rvb = 2.6%) Diaporthe ampelina 0.6 %
Antifungal activity against Diaporthe ampelina infected grape plant assessed as decrease in lesions on leaf at 0.12 kg a.i./ha treated 3 to 6 hr prior to inoculation followed by 24 hr wetness period measured after 4 weeks relative to control Diaporthe ampelina None
Antifungal activity against Diaporthe ampelina infected grape plant assessed as disease severity at internodes at 0.12 kg a.i./ha incubated for 20 hr prior to treatment with 16 hr wetness period and 4 hr drying time measured after 4 weeks in presence of regulaid (Rvb = 7.3%) Diaporthe ampelina 5.2 %
Antifungal activity against Diaporthe ampelina infected grape plant assessed as decrease in lesions on leaf at 0.12 kg a.i./ha incubated for 20 hr prior to treatment with 16 hr wetness period and 4 hr drying time measured after 4 weeks relative to control in presence of regulaid Diaporthe ampelina None
Antifungal activity against Diaporthe ampelina infected grape plant assessed as disease severity at internodes at 0.5 kg/ha incubated for 24 hr prior to treatment with 20 hr wetness period followed by 4 hr drying period measured after 4 weeks in presence of regulaid (Rvb = 3.2%) Diaporthe ampelina 3.1 %
Antifungal activity against Diaporthe ampelina infected grape plant assessed as decrease in lesions on leaf at 0.5 kg/ha incubated for 24 hr prior to treatment with 20 hr wetness period followed by 4 hr drying period measured after 4 weeks relative to control in presence of regulaid Diaporthe ampelina None
Antifungal activity against Diaporthe ampelina infected grape plant assessed as disease severity at internodes at 0.12 kg a.i./ha incubated for 24 hr prior to treatment with 20 hr wetness period followed by 4 hr drying period measured after 4 weeks in presence of regulaid (Rvb = 4.7%) Diaporthe ampelina 3.5 %
Antifungal activity against Diaporthe ampelina infected grape plant assessed as decrease in lesions on leaf at 0.12 kg a.i./ha incubated for 24 hr prior to treatment with 20 hr wetness period followed by 4 hr drying period measured after 4 weeks relative to control in presence of regulaid Diaporthe ampelina None
Antifungal activity against Diaporthe ampelina infected grape plant assessed as disease severity at internodes at 0.12 kg a.i./ha incubated for 48 hr prior to treatment with 24 hr wetness period followed by 24 hr of drying period measured after 4 weeks in presence of regulaid (Rvb = 12.2%) Diaporthe ampelina 6.7 %
Antifungal activity against Diaporthe ampelina infected grape plant assessed as decrease in lesions on leaf at 0.12 kg a.i./ha incubated for 48 hr prior to treatment with 24 hr wetness period followed by 24 hr of drying period measured after 4 weeks relative to control in presence of regulaid Diaporthe ampelina None
Phytotoxicity against Lagenaria siceraria 'Emphasis' rootstock seedlings assessed as stunted growth Lagenaria siceraria 33.0 %
Phytotoxicity against inter-specific squash hybrid Cucurbita moschata x Cucurbita maxima (Strong tosa) rootstock seedlings assessed as stunted growth Cucurbita moschata x Cucurbita maxima 33.0 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in Lagenaria siceraria Emphasis continuously after first drug application assessed as disease severity on lower surface areas of cotyledons at 40% in 0.37 ml/L applied thrice at 5-days intervals measured 5 days after third application under green house conditions (water Rvb = 13.9%) Podosphaera xanthii 0.9 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in Lagenaria siceraria Emphasis continuously after first drug application assessed as disease severity on upper surface areas of cotyledons at 40% in 0.37 ml/L applied thrice at 5-days intervals measured 5 days after third application under green house conditions (water Rvb = 36.8%) Podosphaera xanthii 3.1 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in Lagenaria siceraria Emphasis continuously after first drug application assessed as disease severity at 40% in 0.37 ml/L applied thrice at 5-days intervals measured 5 days after third application under green house conditions (water Rvb = 53.5%) Podosphaera xanthii 4.1 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in Lagenaria siceraria Emphasis continuously after first drug application assessed as incidence of disease symptoms on hypocotyls or upper or lower sides of cotyledons at 40% in 0.37 ml/L applied thrice at 5-days intervals measured 5 days after third application under green house conditions (water Rvb = 100%) Podosphaera xanthii 65.1 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in inter-specific squash hybrid Strong tosa (Cucurbita moschata x Cucurbita maxima) rootstock seedlings for 7 days prior to drug application assessed as disease severity on lower surface areas of cotyledonsat 40% in 0.37 ml/L applied once measured 7 days post-drug dose under greenhouse conditions (water Rvb = 5.1%) Podosphaera xanthii 0.02 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in inter-specific squash hybrid Strong tosa (Cucurbita moschata x Cucurbita maxima) rootstock seedlings for 7 days prior to drug application assessed as disease severity on upper surface areas of cotyledonsat 40% in 0.37 ml/L applied once measured 7 days post-drug dose under greenhouse conditions (water Rvb = 10.2%) Podosphaera xanthii 0.08 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in inter-specific squash hybrid Strong tosa (Cucurbita moschata x Cucurbita maxima) rootstock seedlings for 7 days prior to drug application assessed as disease severity at 40% in 0.37 ml/L applied once measured 7 days post-drug dose under greenhouse conditions (water Rvb = 17.5%) Podosphaera xanthii 0.1 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in inter-specific squash hybrid Strong tosa (Cucurbita moschata x Cucurbita maxima) rootstock seedlings for 7 days prior to drug application assessed as incidence of disease symptoms on hypocotyls or upper or lower sides of cotyledons at 40% in 0.37 ml/L applied once measured 7 days post-drug dose under greenhouse conditions (water Rvb = 100%) Podosphaera xanthii 2.3 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in squash (Cucurbita pepo) rootstock seedlings continuously after first drug application assessed as disease severity at 40% in 0.37 ml/L applied thrice at 5-days intervals measured 5 days after third application under green house conditions (water Rvb = 3.9%) Podosphaera xanthii 0.0 %
Fungicidal activity against Podosphaera xanthii (powdery mildew) inoculated in squash (Cucurbita pepo) rootstock seedlings continuously after first drug application assessed as incidence of disease symptoms on hypocotyls or upper or lower sides of cotyledons at 40% in 0.37 ml/L applied thrice at 5-days intervals measured 5 days after third application under green house conditions (water Rvb = 78.9-100%) Podosphaera xanthii 0.0 %
Fungicidal activity against Macrophomina phaseolina assessed as mycelial growth inhibition incubated at 27 degC for 5 days Macrophomina phaseolina 0.26 mg.kg-1
Fungicidal activity against Macrophomina phaseolina in non-grafted Melon plants cv. 6405 plots assessed as disease incidence exposed to compound at 200 ml/1000 m2 of commercial product applied as soil drench three times during growing season (Rvb = 65%) Macrophomina phaseolina 45.0 %
Toxicity in Eretmocerus eremicus infested green bean leaves assessed as mortality at 2 times of recommended rate at 48 hr by leaf dip method (Rvb = 10%) Eretmocerus eremicus 5.3 %
Toxicity in Eretmocerus eremicus infested green bean leaves assessed as mortality at recommended rate at 48 hr by leaf dip method (Rvb = 10%) Eretmocerus eremicus 5.0 %
Toxicity in Typhlodromips swirskii infested green bean leaves assessed as mortality at recommended rate at 48 hr by leaf dip method (Rvb = 10%) Typhlodromips swirskii 7.5 %
Toxicity in Typhlodromips swirskii infested green bean leaves assessed as mortality at 2 times recommended rate at 48 hr by leaf dip method (Rvb = 10%) Typhlodromips swirskii 17.0 %
Toxicity in Orius insidiosus infested green bean leaves assessed as mortality at 2 times recommended rate at 48 hr by leaf dip method (Rvb = 20%) Orius insidiosus 272.0 %
Toxicity in Orius insidiosus infested green bean leaves assessed as mortality at recommended rate at 48 hr by leaf dip method (Rvb = 20%) Orius insidiosus 136.0 %
Antifungal activity against Podosphaera aphanis isolate VIR in Darselect leaf disks after 8 days Podosphaera aphanis 5.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate VIR in Darselect leaf disks after 8 days Podosphaera aphanis 1.8 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate SOU in Darselect leaf disks after 8 days Podosphaera aphanis 23.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate SOU in Darselect leaf disks after 8 days Podosphaera aphanis 10.0 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate SOD in Darselect leaf disks after 8 days Podosphaera aphanis 21.5 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate SOD in Darselect leaf disks after 8 days Podosphaera aphanis 13.1 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate SOC in Darselect leaf disks after 8 days Podosphaera aphanis 26.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate SOC in Darselect leaf disks after 8 days Podosphaera aphanis 6.45 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate SIL in Darselect leaf disks after 8 days Podosphaera aphanis 6.5 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate SIL in Darselect leaf disks after 8 days Podosphaera aphanis 2.0 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate SAG in Darselect leaf disks after 8 days Podosphaera aphanis 5.33 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate SAG in Darselect leaf disks after 8 days Podosphaera aphanis 1.7 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate PES in Darselect leaf disks after 8 days Podosphaera aphanis 0.1 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate PES in Darselect leaf disks after 8 days Podosphaera aphanis 0.1 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate PAJ in Darselect leaf disks after 8 days Podosphaera aphanis 6.9 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate PAJ in Darselect leaf disks after 8 days Podosphaera aphanis 3.0 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate MEP in Darselect leaf disks after 8 days Podosphaera aphanis 3.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate MEP in Darselect leaf disks after 8 days Podosphaera aphanis 0.8 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate MEG in Darselect leaf disks after 8 days Podosphaera aphanis 2.35 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate MEG in Darselect leaf disks after 8 days Podosphaera aphanis 1.0 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate MAR in Darselect leaf disks after 8 days Podosphaera aphanis 16.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate MAR in Darselect leaf disks after 8 days Podosphaera aphanis 5.5 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate LI1 in Darselect leaf disks after 8 days Podosphaera aphanis 8.5 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate LI1 in Darselect leaf disks after 8 days Podosphaera aphanis 3.6 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate LBP in Darselect leaf disks after 8 days Podosphaera aphanis 12.5 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate LBP in Darselect leaf disks after 8 days Podosphaera aphanis 4.8 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate HOR in Darselect leaf disks after 8 days Podosphaera aphanis 10.75 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate HOR in Darselect leaf disks after 8 days Podosphaera aphanis 4.25 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate GUI in Darselect leaf disks after 8 days Podosphaera aphanis 2.35 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate GUI in Darselect leaf disks after 8 days Podosphaera aphanis 1.15 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate DOU in Darselect leaf disks after 8 days Podosphaera aphanis 15.5 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate DOU in Darselect leaf disks after 8 days Podosphaera aphanis 8.9 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate DAR18 in Darselect leaf disks after 8 days Podosphaera aphanis 31.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate DAR18 in Darselect leaf disks after 8 days Podosphaera aphanis 14.67 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate DAR1 in Darselect leaf disks after 8 days Podosphaera aphanis 15.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate DAR1 in Darselect leaf disks after 8 days Podosphaera aphanis 4.75 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate CAM in Darselect leaf disks after 8 days Podosphaera aphanis 5.5 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate CAM in Darselect leaf disks after 8 days Podosphaera aphanis 2.6 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate BRE in Darselect leaf disks after 8 days Podosphaera aphanis 13.7 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate BRE in Darselect leaf disks after 8 days Podosphaera aphanis 5.3 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate BRA in Darselect leaf disks after 8 days Podosphaera aphanis 3.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate BRA in Darselect leaf disks after 8 days Podosphaera aphanis 1.3 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate ART in Darselect leaf disks after 8 days Podosphaera aphanis 10.7 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate ART in Darselect leaf disks after 8 days Podosphaera aphanis 3.9 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate AVI in Darselect leaf disks after 8 days Podosphaera aphanis 2.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate AVI in Darselect leaf disks after 8 days Podosphaera aphanis 0.5 ug.mL-1
Antifungal activity against Podosphaera aphanis isolate ABA in Darselect leaf disks after 8 days Podosphaera aphanis 9.0 ug.mL-1 Antifungal activity against Podosphaera aphanis isolate ABA in Darselect leaf disks after 8 days Podosphaera aphanis 3.75 ug.mL-1

Cross References

Resources Reference
ChEMBL CHEMBL1904430
PubChem 6336
SureChEMBL SCHEMBL21809