NAPROPAMIDE

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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 WXZVAROIGSFCFJ-UHFFFAOYSA-N
Smiles CCN(CC)C(=O)C(C)Oc1cccc2ccccc12
InChI
InChI=1S/C17H21NO2/c1-4-18(5-2)17(19)13(3)20-16-12-8-10-14-9-6-7-11-15(14)16/h6-13H,4-5H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H21NO2
Molecular Weight 271.35
AlogP 3.17
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 5.0
Polar Surface Area 29.54
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 20.0
Assay Description Organism Bioactivity Reference
Pre-emergence herbicidal activity against Eleusine indica in tomato field assessed as total fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 13.7 t/ha) Eleusine indica 16.4 tons/ha
Pre-emergence herbicidal activity against Digitaria spp. in tomato field assessed as total fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 13.7 t/ha) Digitaria 16.4 tons/ha
Pre-emergence herbicidal activity against Echinochloa colona in tomato field assessed as total fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 13.7 t/ha) Echinochloa colona 16.4 tons/ha
Pre-emergence herbicidal activity against Amaranthus dubius in tomato field assessed as total fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 13.7 t/ha) Amaranthus 16.4 tons/ha
Pre-emergence herbicidal activity against Boerhavia erecta in tomato field assessed as total fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 13.7 t/ha) Boerhavia erecta 16.4 tons/ha
Pre-emergence herbicidal activity against Cleome viscosa in tomato field assessed as total fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 13.7 t/ha) Cleome viscosa 16.4 tons/ha
Pre-emergence herbicidal activity against Portulaca oleracea in tomato field assessed as total fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 13.7 t/ha) Portulaca oleracea 16.4 tons/ha
Pre-emergence herbicidal activity against Trianthema spp. in tomato field assessed as total fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 13.7 t/ha) Trianthema 16.4 tons/ha
Pre-emergence herbicidal activity against Eleusine indica in tomato field assessed as extra-large fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 7.3 t/ha) Eleusine indica 9.1 tons/ha
Pre-emergence herbicidal activity against Digitaria spp. in tomato field assessed as extra-large fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 7.3 t/ha) Digitaria 9.1 tons/ha
Pre-emergence herbicidal activity against Echinochloa colona in tomato field assessed as extra-large fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 7.3 t/ha) Echinochloa colona 9.1 tons/ha
Pre-emergence herbicidal activity against Amaranthus dubius in tomato field assessed as extra-large fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 7.3 t/ha) Amaranthus 9.1 tons/ha
Pre-emergence herbicidal activity against Boerhavia erecta in tomato field assessed as extra-large fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 7.3 t/ha) Boerhavia erecta 9.1 tons/ha
Pre-emergence herbicidal activity against Cleome viscosa in tomato field assessed as extra-large fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 7.3 t/ha) Cleome viscosa 9.1 tons/ha
Pre-emergence herbicidal activity against Portulaca oleracea in tomato field assessed as extra-large fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 7.3 t/ha) Portulaca oleracea 9.1 tons/ha
Pre-emergence herbicidal activity against Trianthema spp. in tomato field assessed as extra-large fruit weight at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 7.3 t/ha) Trianthema 9.1 tons/ha
Pre-emergence herbicidal activity against Eleusine indica in tomato field assessed as total number of fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 49.5 x 10 '3 ha) Eleusine indica 58.3 tons/ha
Pre-emergence herbicidal activity against Digitaria spp. in tomato field assessed as total number of fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 49.5 x 10 '3 ha) Digitaria 58.3 tons/ha
Pre-emergence herbicidal activity against Echinochloa colona in tomato field assessed as total number of fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 49.5 x 10 '3 ha) Echinochloa colona 58.3 tons/ha
Pre-emergence herbicidal activity against Amaranthus dubius in tomato field assessed as total number of fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 49.5 x 10 '3 ha) Amaranthus 58.3 tons/ha
Pre-emergence herbicidal activity against Boerhavia erecta in tomato field assessed as total number of fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 49.5 x 10 '3 ha) Boerhavia erecta 58.3 tons/ha
Pre-emergence herbicidal activity against Cleome viscosa in tomato field assessed as total number of fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 49.5 x 10 '3 ha) Cleome viscosa 58.3 tons/ha
Pre-emergence herbicidal activity against Portulaca oleracea in tomato field assessed as total number of fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 49.5 x 10 '3 ha) Portulaca oleracea 58.3 tons/ha
Pre-emergence herbicidal activity against Trianthema spp. in tomato field assessed as total number of fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 49.5 x 10 '3 ha) Trianthema 58.3 tons/ha
Pre-emergence herbicidal activity against Eleusine indica in tomato field assessed as number of extra-large fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 21.3 x 10 '3 ha) Eleusine indica 26.3 tons/ha
Pre-emergence herbicidal activity against Digitaria spp. in tomato field assessed as number of extra-large fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 21.3 x 10 '3 ha) Digitaria 26.3 tons/ha
Pre-emergence herbicidal activity against Echinochloa colona in tomato field assessed as number of extra-large fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 21.3 x 10 '3 ha) Echinochloa colona 26.3 tons/ha
Pre-emergence herbicidal activity against Amaranthus dubius in tomato field assessed as number of extra-large fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 21.3 x 10 '3 ha) Amaranthus 26.3 tons/ha
Pre-emergence herbicidal activity against Boerhavia erecta in tomato field assessed as number of extra-large fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 21.3 x 10 '3 ha) Boerhavia erecta 26.3 tons/ha
Pre-emergence herbicidal activity against Cleome viscosa in tomato field assessed as number of extra-large fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 21.3 x 10 '3 ha) Cleome viscosa 26.3 tons/ha
Pre-emergence herbicidal activity against Portulaca oleracea in tomato field assessed as number of extra-large fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 21.3 x 10 '3 ha) Portulaca oleracea 26.3 tons/ha
Pre-emergence herbicidal activity against Trianthema spp. in tomato field assessed as number of extra-large fruits at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting (Rvb = 21.3 x 10 '3 ha) Trianthema 26.3 tons/ha
Pre-emergence herbicidal activity against Eleusine indica in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 9 plants/m2) Eleusine indica 7.0 /m2
Pre-emergence herbicidal activity against Digitaria spp. in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 9 plants/m2) Digitaria 7.0 /m2
Pre-emergence herbicidal activity against Echinochloa colona in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 9 plants/m2) Echinochloa colona 7.0 /m2
Pre-emergence herbicidal activity against Amaranthus dubius in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 9 plants/m2) Amaranthus 7.0 /m2
Pre-emergence herbicidal activity against Boerhavia erecta in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 9 plants/m2) Boerhavia erecta 7.0 /m2
Pre-emergence herbicidal activity against Cleome viscosa in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 9 plants/m2) Cleome viscosa 7.0 /m2
Pre-emergence herbicidal activity against Portulaca oleracea in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 9 plants/m2) Portulaca oleracea 7.0 /m2
Pre-emergence herbicidal activity against Trianthema spp. in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 9 plants/m2) Trianthema 7.0 /m2
Pre-emergence herbicidal activity against Cyperus in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 5 plants/m2) Cyperus 9.0 /m2
Pre-emergence herbicidal activity against Poaceae (grass family) in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 12 weeks after treatment (Rvb = 8 plants/m2) Poaceae 6.0 /m2
Pre-emergence herbicidal activity against Eleusine indica in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 9 plants/m2) Eleusine indica 4.0 /m2
Pre-emergence herbicidal activity against Digitaria spp. in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 9 plants/m2) Digitaria 4.0 /m2
Pre-emergence herbicidal activity against Echinochloa colona in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 9 plants/m2) Echinochloa colona 4.0 /m2
Pre-emergence herbicidal activity against Amaranthus dubius in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 9 plants/m2) Amaranthus 4.0 /m2
Pre-emergence herbicidal activity against Boerhavia erecta in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 9 plants/m2) Boerhavia erecta 4.0 /m2
Pre-emergence herbicidal activity against Cleome viscosa in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 9 plants/m2) Cleome viscosa 4.0 /m2
Pre-emergence herbicidal activity against Portulaca oleracea in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 9 plants/m2) Portulaca oleracea 4.0 /m2
Pre-emergence herbicidal activity against Trianthema spp. in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 9 plants/m2) Trianthema 4.0 /m2
Pre-emergence herbicidal activity against Cyperus in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 3 plants/m2) Cyperus 6.0 /m2
Pre-emergence herbicidal activity against Poaceae (grass family) in tomato field assessed as number of weeds at 2.28 kg/ha applied through drip lines/backpack-spray on week 3 to 4 before transplanting measured 7 weeks after treatment (Rvb = 6 plants/m2) Poaceae 1.0 /m2
Inhibition of Saccharomyces cerevisiae INVSc1 ELO at 100 uM after 18 to 20 hr by GC/MS analysis Saccharomyces cerevisiae None
Growth inhibition of Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr Saccharomyces cerevisiae None
Herbicidal activity against Arabidopsis thaliana assessed as apperance of fiddle head phenotype Arabidopsis thaliana None
Inhibition of Arbidopsis thaliana C-terminal His-tagged At5g43760 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis Arabidopsis thaliana None
Inhibition of Arbidopsis thaliana C-terminal His-tagged At1g04220 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis Arabidopsis thaliana None
Inhibition of Arbidopsis thaliana C-terminal His-tagged CER60 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis Arabidopsis thaliana None
Inhibition of Arbidopsis thaliana C-terminal His-tagged KCS2 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis Arabidopsis thaliana None
Inhibition of Arbidopsis thaliana C-terminal His-tagged KCS1 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis Arabidopsis thaliana None
Inhibition of Arbidopsis thaliana C-terminal His-tagged FAE1 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis Arabidopsis thaliana None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as inhibition of [14C]-labeled 18C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as inhibition of [14C]-labeled 18C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as inhibition of [14C]-labeled 24C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as inhibition of [14C]-labeled 24C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as inhibition of [14C]-labeled 22C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as inhibition of [14C]-labeled 22C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as inhibition of [14C]-labeled 20C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as inhibition of [14C]-labeled 20C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as inhibition of [14C]-labeled 16C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as inhibition of [14C]-labeled 16C fatty acid production at 30 uM after 3 hr by liquid scintillation counting Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) assessed as inhibition of [14C]malonate incoporation in total fatty acids at 30 uM measured after 3 hr by liquid scintillation counting Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) assessed as inhibition of [14C]malonate incoporation in total fatty acids at 30 uM measured after 3 hr by liquid scintillation counting Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]acetate assessed as [14C]-labeled 24C fatty acid level at 30 uM after 3 hr by liquid scintillation counting (Rvb = 6.5 +/- 1%) Cucumis sativus 5.9 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]acetate assessed as [14C]-labeled 22C fatty acid level at 30 uM after 3 hr by liquid scintillation counting (Rvb = 17.9 +/- 2.5%) Cucumis sativus 19.0 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]acetate assessed as [14C]-labeled 22C fatty acid level at 30 uM after 3 hr by liquid scintillation counting (Rvb = 5.5 +/- 0.2%) Hordeum vulgare 6.9 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]acetate assessed as [14C]-labeled 20C fatty acid level at 30 uM after 3 hr by liquid scintillation counting (Rvb = 5.1 +/- 0.7%) Cucumis sativus 5.5 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]acetate assessed as [14C]-labeled 20C fatty acid level at 30 uM after 3 hr by liquid scintillation counting (Rvb = 4.7 +/- 1.6%) Hordeum vulgare 7.6 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]acetate assessed as [14C]-labeled 18C fatty acid level at 30 uM after 3 hr by liquid scintillation counting (Rvb = 41.2 +/- 1.1%) Cucumis sativus 43.1 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]acetate assessed as [14C]-labeled 18C fatty acid level at 30 uM after 3 hr by liquid scintillation counting (Rvb = 60.3 +/- 1.3%) Hordeum vulgare 66.9 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]acetate assessed as [14C]-labeled 16C fatty acid level at 30 uM after 3 hr by liquid scintillation counting (Rvb = 29.2 +/- 3.5%) Cucumis sativus 26.5 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]acetate assessed as [14C]-labeled 16C fatty acid level at 30 uM after 3 hr by liquid scintillation counting (Rvb = 29.5 +/- 1.3%) Hordeum vulgare 18.7 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) assessed as inhibition of [14C]acetate incoporation in total fatty acids at 30 uM measured as total disintegration per g of fresh weight after 3 hr by liquid scintillation counting (Rvb = 6.4 +/- 1.2 dpm x 10'6 g'1 fresh wt) Cucumis sativus 6.2 10'6dpm
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) assessed as inhibition of [14C]acetate incoporation in total fatty acids at 30 uM measured as total disintegration per g of fresh weight after 3 hr by liquid scintillation counting (Rvb = 5.7 +/- 0.5 10'6 dpm x 10'6 g'1 fresh wt) Hordeum vulgare 5.2 10'6dpm

Cross References

Resources Reference
ChEMBL CHEMBL1877460
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