DCMU

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Synonyms
UNII 9I3SDS92WY
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 XMTQQYYKAHVGBJ-UHFFFAOYSA-N
Smiles CN(C)C(=O)Nc1ccc(Cl)c(Cl)c1
InChI
InChI=1S/C9H10Cl2N2O/c1-13(2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14)

Physicochemical Descriptors

Property Name Value
Molecular Formula C9H10Cl2N2O
Molecular Weight 233.09
AlogP 2.48
Hydrogen Bond Acceptor 1.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 1.0
Polar Surface Area 32.34
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 14.0
Assay Description Organism Bioactivity Reference
Inhibition of photosynthesis in isolated Spinacia oleracea (spinach) chloroplasts assessed as reduction in light-driven ferricyanide reduction at 10 uM Spinacia oleracea 95.1 %
Inhibition of photosynthesis in isolated Spinacia oleracea (spinach) chloroplasts assessed as reduction in light-driven ferricyanide reduction at 5 uM Spinacia oleracea 93.2 %
Toxicity in Gossypium hirsutum (cotton) assessed as formation of injury to cotton Gossypium hirsutum None
Herbicidal activity against glyphosate-resistant Conyza canadensis (horseweed) assessed as residual control at 1120 g a.i./ha treated during autumn and spring measured 8 weeks after treatment Conyza canadensis 25.0 %
Herbicidal activity against glyphosate-resistant Conyza canadensis (horseweed) assessed as residual control at 1120 g a.i./ha treated during autumn and spring measured 6 weeks after treatment Conyza canadensis 99.0 %
Herbicidal activity against glyphosate-resistant Conyza canadensis (horseweed) assessed as residual control at 1120 g a.i./ha treated during autumn and spring measured 4 weeks after treatment Conyza canadensis 100.0 %
Increase in chlorophyll a fluorescence in freshly lysed Spinacia oleracea (spinach) leaves chloroplasts at 10 uM measured during first 2 min of illumination Spinacia oleracea None
In vivo inhibition of photosynthetic activity in intact Auxenochlorella protothecoides ATCC 30411 cells assessed as light-driven oxygen evolution rate at 100 uM measured at 24 degC every 15 sec upto 8 min by polarographic analysis in presence of 0.001% Triton X-100 (Rvb = 100 +/-5.1%) Auxenochlorella protothecoides 20.7 %
In vivo inhibition of photosynthetic activity in intact Auxenochlorella protothecoides ATCC 30411 cells assessed as light-driven oxygen evolution rate at 10 uM measured at 24 degC every 15 sec upto 8 min by polarographic analysis in presence of 0.001% Triton X-100 (Rvb = 100 +/-5.1%) Auxenochlorella protothecoides 32.2 %
In vivo inhibition of photosynthetic activity in intact Auxenochlorella protothecoides ATCC 30411 cells assessed as light-driven oxygen evolution rate at 100 uM measured at 24 degC every 15 sec upto 8 min by polarographic analysis in absence of detergent (Rvb = 100 +/-5.9%) Auxenochlorella protothecoides 38.5 %
In vivo inhibition of photosynthetic activity in intact Auxenochlorella protothecoides ATCC 30411 cells assessed as light-driven oxygen evolution rate at 10 uM measured at 24 degC every 15 sec upto 8 min by polarographic analysis in absence of detergent (Rvb = 100 +/-5.9%) Auxenochlorella protothecoides 49.9 %
In vitro inhibition of basal rate of photosynthetic electron transport (Hill reaction) in active intact chloroplast thylakoid membrane of Spinacia oleracea (spinach) leaves assessed as light-driven ferricyanide reduction at 10 uM measured at 24 degC at 30 secs intervals for 10 min (Rvb = 100 +/-3.1%) Spinacia oleracea 4.9 %
In vitro inhibition of basal rate of photosynthetic electron transport (Hill reaction) in active intact chloroplast thylakoid membrane of Spinacia oleracea (spinach) leaves assessed as light-driven ferricyanide reduction at 5 uM measured at 24 degC at 30 secs intervals for 10 min (Rvb = 100 +/-3.1%) Spinacia oleracea 6.8 %
Lipophilicity, log P of the compound None 2.76
Antialgal activity in green algae Chlorella vulgaris assessed as reduction of chlorophyll content Chlorella vulgaris 7300.0 nM
Inhibition of photosynthetic electron transport in Spinacia oleracea (spinach) chloroplasts assessed as decrease in oxygen evolution measured after irradiated with 250 W halogen lamp by herbicidal assay in presence of electron acceptor 2,6-dichlorophenol-indophenol Spinacia oleracea 1900.0 nM
Inhibition of photosynthetic electron transport at the PSII level in intact chloroplasts from Spinacia oleracea (spinach) leaves assessed as inhibition of in vitro activity by Hill reaction assay Spinacia oleracea 269.77 nM
Hydrophobicity, log P of the compound in octanol-water by shaking-flask method None 2.68
Lipophilicity, log P of the compound None 2.77
Herbicidal activity against Vigna radiata var. radiata assessed per 100 m'2 after 10 days by greenhouse pot test Vigna radiata var. radiata 2.75
Inhibition of photosystem II mediated electron transport in Marchantia polymorpha PA cells assessed as fluorescence in chlorophyll after 10 min Marchantia polymorpha 1584.89 nM
Inhibition of photosystem II mediated electron transport in Spinacia oleracea (spinach) thylakoids assessed as reduction of 2,6-dichloropheno indophenol dye Spinacia oleracea 50.12 nM
Resistant ratio, ratio of I50 for photosystem II in s-triazine-resistant Poa annua leaf thylakoid membrane to I50 for photosystem II in s-triazine-susceptible Poa annua leaf thylakoid membrane Poa annua 3.1
Inhibition ofphotosystem II in s-triazine-susceptible Poa annua leaf thylakoid membrane assessed as reduction of photosynthetic electron transport Poa annua 130.0 nM
Inhibition of photosystem II in s-triazine-resistant Poa annua leaf thylakoid membrane assessed as reduction of photosynthetic electron transport Poa annua 400.0 nM
Herbicidal activity against hydroponic culture of s-triazine-susceptible Poa annua at 0.1 ppm after 14 days Poa annua None
Herbicidal activity against hydroponic culture of s-triazine-susceptible Poa annua at 10 ppm after 14 days Poa annua None
Herbicidal activity against hydroponic culture of s-triazine-susceptible Poa annua at 100 ppm after 14 days Poa annua None
Herbicidal activity against hydroponic culture of s-triazine-susceptible Poa annua at 1000 ppm after 14 days Poa annua None
Herbicidal activity against hydroponic culture of s-triazine-resistant Poa annua at 0.1 ppm after 14 days Poa annua None
Herbicidal activity against hydroponic culture of s-triazine-resistant Poa annua at 10 ppm after 14 days Poa annua None
Herbicidal activity against hydroponic culture of s-triazine-resistant Poa annua at 1000 ppm after 14 days Poa annua None
Herbicidal activity against hydroponic culture of s-triazine-resistant Poa annua at 100 ppm after 14 days Poa annua None
Pre-emergence herbicidal activity against s-triazine-susceptible Poa annua at 0.5 kg/ha after 14 days by pot test Poa annua None
Pre-emergence herbicidal activity against s-triazine-susceptible Poa annua at 1 kg/ha after 14 days by pot test Poa annua None
Pre-emergence herbicidal activity against s-triazine-resistant Poa annua at 1 kg/ha after 14 days by pot test Poa annua None
Protection against chlorophthalim-induced phytotoxicity in Scenedesmus acutus in light condition assessed as reduction of ethane formation per ml of packed cell volume after 16 hr (Rvb = 11.82 nM) Scenedesmus acutus 0.41 nmol/ml
Protection against chlorophthalim-induced phytotoxicity in Scenedesmus acutus in light condition assessed as reduction of protoporphyrin-9 accumulation per ml of packed cell volume after 2 hr Scenedesmus acutus 18.86 nmol/ml
Protection against chlorophthalim-induced phytotoxicity in Scenedesmus acutus in light condition assessed as increase of chlorophyll content after 16 hr (Rvb = 0.94 ug/ml) Scenedesmus acutus 11.56 ug ml-1
Protection against chlorophthalim-induced phytotoxicity in Scenedesmus acutus in light condition assessed as cell density per micro liter of packed cell volume after 16 hr (Rvb = 2.1 ml) Scenedesmus acutus 2.4 ml
Protection against oxyfluorfen-induced phytotoxicity in Scenedesmus acutus in light condition assessed as reduction of protoporphyrin-9 accumulation per ml of packed cell volume after 2 hr Scenedesmus acutus 29.12 nM
Protection against oxyfluorfen-induced phytotoxicity in Scenedesmus acutus in light condition assessed as reduction of ethane formation per ml of packed cell volume after 16 hr (Rvb = 11.82 nM) Scenedesmus acutus None
Protection against oxyfluorfen-induced phytotoxicity in Scenedesmus acutus in light condition assessed as increase of chlorophyll content after 16 hr (Rvb = 0.94 ug/ml) Scenedesmus acutus 14.57 ug ml-1
Protection against oxyfluorfen-induced phytotoxicity in Scenedesmus acutus in light condition assessed as cell density per micro liter of packed cell volume after 16 hr (Rvb = 2.1 ml) Scenedesmus acutus 2.2 ml
Phytotoxicity against Scenedesmus acutus in light condition assessed as reduction of chlorophyll content after 16 hr (Rvb = 20.25 ug/ml) Scenedesmus acutus 17.66 ug ml-1
Phytotoxicity against Scenedesmus acutus in light condition assessed as cell density per micro liter of packed cell volume after 16 hr (Rvb = 3.4 ml) Scenedesmus acutus 2.6 ml
Inhibition of photosystem-mediated photosynthetic electron transport in Scenedesmus acutus assessed as reduction of oxygen evolution Scenedesmus acutus 338.84 nM
Inhibition of photosystem-mediated photosynthetic electron transport in Spinacia oleracea (spinach) leaf thylakoid assessed as reduction of oxygen evolution Spinacia oleracea 117.49 nM
Lipophilicity, log K of the compound None 0.47
Inhibition of photosystem II in Spinacia oleracea (spinach) chloroplasts assessed as reduction of photosynthetic electron transport Spinacia oleracea 1900.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL278489
FDA SRS 9I3SDS92WY
PDB W9M
PubChem 3120
SureChEMBL SCHEMBL7279
ZINC ZINC00057287
CONTENTS