(3,5-DICHLOROPHENYLAMINO)METHYLENEDIPHOSPHONIC ACID

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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 ALPQLQJFTUXTFT-UHFFFAOYSA-N
Smiles OP(=O)(O)C(Nc1cc(Cl)cc(Cl)c1)P(=O)(O)O
InChI
InChI=1S/C7H9Cl2NO6P2/c8-4-1-5(9)3-6(2-4)10-7(17(11,12)13)18(14,15)16/h1-3,7,10H,(H2,11,12,13)(H2,14,15,16)

Physicochemical Descriptors

Property Name Value
Molecular Formula C7H9Cl2NO6P2
Molecular Weight 336.0
AlogP 2.21
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 4.0
Polar Surface Area 146.71
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 18.0
Assay Description Organism Bioactivity Reference
Noncompetitive inhibition of Arabidopsis thaliana P5C reductase by Lineweaver-Burk plot in presence of NADPH Arabidopsis thaliana 230000.0 nM
Uncompetitive inhibition of Arabidopsis thaliana P5C reductase by Dixon plot Arabidopsis thaliana 10300.0 nM
Noncompetitive inhibition of Arabidopsis thaliana P5C reductase by Lineweaver-Burk plot Arabidopsis thaliana 199000.0 nM
Inhibition of glutamine synthetase in Nicotiana tabacum (tobacco) cells Nicotiana tabacum 30000.0 nM
Inhibition of Spinacia oleracea (spinach) glutamine synthetase activity Spinacia oleracea 30000.0 nM
Inhibition of Arabidopsis thaliana P5C reductase catalytic activity Arabidopsis thaliana 77.0 nM
Inhibition of Arabidopsis thaliana P5C reductase catalytic activity assessed as inhibition of NADPH oxidation at 340 nm OD at 0.2 mM by NADPH oxidation assay Arabidopsis thaliana 37.7 %
Inhibition of Arabidopsis thaliana P5C reductase catalytic activity assessed as residual concentration of enzyme at 535 nm OD at 0.5 mM by P5C utilization assay Arabidopsis thaliana 28.0 %
Growth inhibition of Arabidopsis thaliana suspension cultured cells assessed as reduction in dry weight increase at 0.2 mM measured 8 days after compound incubation in presence of exogenously supplied 2 mM proline Arabidopsis thaliana None
Growth inhibition of Arabidopsis thaliana suspension cultured cells assessed as reduction in dry weight increase at 0.2 mM measured 8 days after compound incubation in presence of exogenously supplied 10 mM glutamine Arabidopsis thaliana None
Growth inhibition of Arabidopsis thaliana suspension cultured cells assessed as reduction in dry weight increase at 0.2 mM measured 8 days after compound incubation in presence of exogenously supplied 10 mM glutamine and 2 mM proline Arabidopsis thaliana None
Inhibition of Oryza sativa (rice) glutamine synthetase Oryza sativa 33000.0 nM
Growth inhibition of Arabidopsis thaliana suspension cultured cells assessed as reduction in dry weight increase measured 8 days after compound incubation Arabidopsis thaliana 240000.0 nM
Inhibition of Arabidopsis thaliana P5C assessed as reduction in NADH oxidation incubated at 35 degC up to 10 min Arabidopsis thaliana 77000.0 nM Inhibition of Arabidopsis thaliana P5C assessed as reduction in NADH oxidation incubated at 35 degC up to 10 min Arabidopsis thaliana 76913.04 nM
Inhibition of Oryza sativa cv. Gigante vercellese (rice) glutamine synthetase assessed as inhibition of glutamine synthesis from glutamic acid at 1 mM after 15 min by biosynthetic assay Oryza sativa 3.1 %
Inhibition of Oryza sativa cv. Gigante vercellese (rice) glutamine synthetase at 1 mM after 30 min by hemibiosynthetic assay Oryza sativa 13.1 %
Inhibition of Oryza sativa cv. Gigante vercellese (rice) glutamine synthetase at 1 mM by transferase assay Oryza sativa 38.1 %
Reversible inhibition of Oryza sativa cv. Gigante vercellese (rice) glutamine synthetase assessed as inhibition of glutamine synthesis from glutamic acid at 20 uM after 50 min by biosynthetic assay Oryza sativa None
Effect on amino acid pool in Oryza sativa cv. Gigante vercellese (rice) cells assessed as total amino acid content per gram fresh weight of culture at 0.5 mM after 48 hr (Rvb = 24.65 +/- 0.97 umol) Oryza sativa 28.61 %
Effect on amino acid pool in Oryza sativa cv. Gigante vercellese (rice) cells assessed as glutamine content per gram fresh weight of culture at 0.5 mM after 48 hr (Rvb = 4.24 +/- 0.35 umol) Oryza sativa 2.72 %
Effect on amino acid pool in Oryza sativa cv. Gigante vercellese (rice) cells assessed as serine content per gram freshweight of culture at 0.5 mM after 48 hr (Rvb = 0.60 +/- 0.09 umol) Oryza sativa 1.26 %
Effect on amino acid pool in Oryza sativa cv. Gigante vercellese (rice) cells assessed as asparagine content per gram freshweight of culture at 0.5 mM after 48 hr (Rvb = 3.18 +/- 0.25 umol) Oryza sativa 0.49 %
Effect on amino acid pool in Oryza sativa cv. Gigante vercellese (rice) cells assessed as glutamic acid content per gram freshweight of culture at 0.5 mM after 48 hr (Rvb = 0.75 +/- 0.07 umol) Oryza sativa 3.19 %
Effect on amino acid pool in Oryza sativa cv. Gigante vercellese (rice) cells assessed as aspartic acid content per gram freshweight of culture at 0.5 mM after 48 hr (Rvb = 1.10 +/- 0.26 umol) Oryza sativa 0.57 %
Inhibition of Oryza sativa cv. Gigante vercellese (rice) glutamine synthetase assessed as inhibition of glutamine synthesis from glutamic acid after 15 min by biosynthetic assay Oryza sativa 33000.0 nM
Inhibition of Oryza sativa cv. Gigante vercellese (rice) glutamine synthetase after 30 min by hemibiosynthetic assay Oryza sativa 88000.0 nM
Inhibition of Oryza sativa cv. Gigante vercellese (rice) glutamine synthetase by transferase assay Oryza sativa 396.0 nM
Un-competitive inhibition of Zea mays cv. Jeff (maize) leaf glutamine synthetase using ATP as substrate Lineweaver-Burk plot analysis Zea mays 6400.0 nM
Non-competitive inhibition of Zea mays cv. Jeff( maize) leaf glutamine synthetase using L-glutamate as substrate Lineweaver-Burk plot analysis Zea mays 7200.0 nM
Inhibition of Zea mays cv. Jeff (maize) leaf glutamine synthetase using L-glutamate as substrate assessed as inorganic phosphate production after 20 min by malachite green assay relative to control Zea mays 7603.26 nM Inhibition of Zea mays cv. Jeff (maize) leaf glutamine synthetase using L-glutamate as substrate assessed as inorganic phosphate production after 20 min by malachite green assay relative to control Zea mays 7600.0 nM
Inhibition of Zea mays cv. Jeff (maize) leaf glutamine synthetase using L-glutamate as substrate assessed as inorganic phosphate production at 1 mM after 20 min by malachite green assay relative to control Zea mays 86.3 %

Cross References

Resources Reference
ChEMBL CHEMBL55518
PubChem 405402
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