3-CHLORO-1-METHYL-1H-PYRAZOLE-5-CARBOXYLIC ACID

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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 CSKGTUGORXMNNS-UHFFFAOYSA-N
Smiles Cn1nc(Cl)cc1C(=O)O
InChI
InChI=1S/C5H5ClN2O2/c1-8-3(5(9)10)2-4(6)7-8/h2H,1H3,(H,9,10)

Physicochemical Descriptors

Property Name Value
Molecular Formula C5H5ClN2O2
Molecular Weight 160.56
AlogP 1.27
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 1.0
Polar Surface Area 55.12
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 10.0
Assay Description Organism Bioactivity Reference
Induction of systemic acquired resistance in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as effect on total salicylic acid level in leaves at 1 mg/pot applied as soil-drench measured up to 7 days by fluorometric analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as effect on free salicylic acid level in leaves at 1 mg/pot applied as soil-drench measured up to 7 days by fluorometric analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in transgenic Nicotiana tabacum cv. Xanthi nc (tobacco) expressing bacterial NahG assessed as increase in PR1 mRNA level at 0.01 to 0.5 mg/ml applied as foliar spray measured after 4 days by Northern blot analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in transgenic Nicotiana tabacum cv. Xanthi nc (tobacco) expressing bacterial NahG assessed as increase in PR1 mRNA level at 1 to 2 mg/pot applied as soil-drench measured after 4 days by Northern blot analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance against Pseudomonas syringae pv. tabaci in transgenic Nicotiana tabacum cv. Xanthi nc (tobacco) expressing bacterial NahG assessed as inhibition of bacterial growth in infected tissues at 1 to 2 mg/pot applied as soil-drench 5 days prior to infection measured after 3 days relative to control Nicotiana tabacum None
Induction of N-gene mediated systemic acquired resistance against TMV in transgenic Nicotiana tabacum cv. Xanthi nc (tobacco) expressing bacterial NahG assessed as decrease in lesion size at 0.1 to 2 mg/pot applied by soil-drench 5 days prior to infection measured after 5 days relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as increase in PR5 mRNA level at 0.01 to 0.5 mg/ml applied as foliar spray measured after 4 days by Northern blot analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as increase in PR2 mRNA level at 0.01 to 0.5 mg/ml applied as foliar spray measured after 4 days by Northern blot analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as increase in PR1 mRNA level at 0.01 to 0.5 mg/ml applied as foliar spray measured after 4 days by Northern blot analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as increase in PR1 mRNA level at 1 mg/pot applied as soil-drench measured after 24 hr by Northern blot analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as increase in PR5 mRNA level at 1 to 2 mg/pot applied as soil-drench measured after 4 days by Northern blot analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as increase in PR2 mRNA level at 1 to 2 mg/pot applied as soil-drench measured after 4 days by Northern blot analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as increase in PR1 mRNA level at 1 to 2 mg/pot applied as soil-drench measured after 4 days by Northern blot analysis relative to control Nicotiana tabacum None
Induction of systemic acquired resistance against Oidium in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as decrease in lesion size applied as soil-drench 5 days prior to infection measured after 5 days Nicotiana tabacum None
Antibacterial activity against Pseudomonas syringae pv. tabaci up to 500 ug/ml Pseudomonas syringae pv. tabaci None
Induction of systemic acquired resistance against Pseudomonas syringae pv. tabaci in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as decrease in Nicotiana tabacum (tobacco) wildfire disease symptoms at 1 to 2 mg/pot applied as soil-drench 5 days prior to infection measured after 3 days relative to control Nicotiana tabacum None
Induction of systemic acquired resistance against Pseudomonas syringae pv. tabaci in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as inhibition of bacterial growth in infected tissues at 1 to 2 mg/pot applied as soil-drench 5 days prior to infection measured after 3 days relative to control Nicotiana tabacum None
Induction of N-gene mediated systemic acquired resistance against TMV in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as lesion size at 10 mg/pot applied by soil-drench 5 days prior to infection measured after 5 days relative to control Nicotiana tabacum 10.0 %
Induction of N-gene mediated systemic acquired resistance against TMV in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as lesion size at 1 mg/pot applied by soil-drench 5 days prior to infection measured after 5 days relative to control Nicotiana tabacum 10.0 %
Induction of N-gene mediated systemic acquired resistance against TMV in Nicotiana tabacum cv. Xanthi nc (tobacco) assessed as lesion size at 0.1 mg/pot applied by soil-drench 5 days prior to infection measured after 5 days relative to control Nicotiana tabacum 50.0 %
Induction of systemic acquired resistance against Pyricularia oryzae-induced Oryza sativa (rice) blast disease in 2.1 leaf stage Oryza sativa plants Oryza sativa cv. Nipponbare seedlings pre-treated with soil drench application of compound seven days before fungal inoculation assessed as protection against blast lesions disease development at 0.05 mg/pot measured 7 days post fungal inoculation under green house conditions Oryza sativa 90.0 %
Induction of systemic acquired resistance against Pyricularia oryzae-induced Oryza sativa (rice) blast disease in 2.1 leaf stage Oryza sativa plants Oryza sativa cv. Nipponbare seedlings pre-treated with soil drench application of compound seven days before fungal inoculation assessed as protection against blast lesions disease development at 0.005 mg/pot measured 7 days post fungal inoculation under green house conditions Oryza sativa 78.0 %
Inhibition of appressorium formation in Magnaporthe oryzae at 20 ppm after 48 hr by microscopy based cellulose membrane method Magnaporthe oryzae 0.0 %
Inhibition of appressorium formation in Magnaporthe oryzae at 40 ppm after 48 hr by microscopy based cellulose membrane method Magnaporthe oryzae 0.0 %
Inhibition of appressorium formation in Magnaporthe oryzae at 80 ppm after 48 hr by microscopy based cellulose membrane method Magnaporthe oryzae 10.0 %
Inhibition of appressorium formation in Magnaporthe oryzae at 100 ppm after 48 hr by microscopy based cellulose membrane method Magnaporthe oryzae 41.6 %
Inhibition of spore germination in Magnaporthe oryzae at 20 ppm after 48 hr Magnaporthe oryzae 0.0 %
Inhibition of spore germination in Magnaporthe oryzae at 40 ppm after 48 hr Magnaporthe oryzae 0.0 %
Inhibition of spore germination in Magnaporthe oryzae at 80 ppm after 48 hr Magnaporthe oryzae 0.0 %
Inhibition of spore germination in Magnaporthe oryzae at 100 ppm after 48 hr Magnaporthe oryzae 35.4 %
Inhibition of mycelial growth in Magnaporthe oryzae at 200 ppm after 7 days by hyphal growth inhibition assay Magnaporthe oryzae 0.0 %
Inhibition of mycelial growth in Magnaporthe oryzae at 400 ppm after 7 days by hyphal growth inhibition assay Magnaporthe oryzae 0.0 %
Inhibition of mycelial growth in Magnaporthe oryzae at 800 ppm after 7 days by hyphal growth inhibition assay Magnaporthe oryzae 0.0 %
Inhibition of mycelial growth in Magnaporthe oryzae at 1000 ppm after 7 days by hyphal growth inhibition assay Magnaporthe oryzae 47.5 %
Induction of systemic acquired resistance against Pyricularia oryzae-induced Oryza sativa (rice) blast disease in 2.1 leaf stage Oryza sativa plants Oryza sativa cv. Nipponbare seedlings pre-treated with soil drench application of compound seven days before fungal inoculation assessed as compound level per pot causing protection against blast lesions disease development measured 7 days post fungal inoculation under green house conditions Oryza sativa 0.05 mg Induction of systemic acquired resistance against Pyricularia oryzae-induced Oryza sativa (rice) blast disease in 2.1 leaf stage Oryza sativa plants Oryza sativa cv. Nipponbare seedlings pre-treated with soil drench application of compound seven days before fungal inoculation assessed as compound level per pot causing protection against blast lesions disease development measured 7 days post fungal inoculation under green house conditions Oryza sativa None
Induction of PBZ1 gene expression in three-leaf stage of Oryza sativa (rice) plant leaf after 5 days by Northern blot analysis Oryza sativa None
Antibacterial activity against Xanthomonas oryzae pv. oryzae up to 1 mg/ml after 48 hr Xanthomonas oryzae pv. oryzae None
Induction of disease resistant in three-leaf stage of Oryza sativa (rice) plant against Xanthomonas oryzae pv. oryzae-induced leaf blight at 5 mg/pot after 7 days Oryza sativa 99.5 %
Induction of disease resistant in three-leaf stage of Oryza sativa (rice) plant against Xanthomonas oryzae pv. oryzae-induced leaf blight after 7 days Oryza sativa None
Induction of disease resistant in three-leaf stage of Oryza sativa (rice) plant against Xanthomonas oryzae pv. oryzae-induced leaf blight at 0.05 to 0.5 mg/pot after 7 days Oryza sativa None

Cross References

Resources Reference
ChEMBL CHEMBL2269079
PubChem 18970459
SureChEMBL SCHEMBL1915166
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