CAFENSTROLE

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UNII II8JP4LY7A
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 HFEJHAAIJZXXRE-UHFFFAOYSA-N
Smiles CCN(CC)C(=O)n1cnc(n1)S(=O)(=O)c2c(C)cc(C)cc2C
InChI
InChI=1S/C16H22N4O3S/c1-6-19(7-2)16(21)20-10-17-15(18-20)24(22,23)14-12(4)8-11(3)9-13(14)5/h8-10H,6-7H2,1-5H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H22N4O3S
Molecular Weight 350.44
AlogP 3.56
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 4.0
Polar Surface Area 93.54
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 24.0
Assay Description Organism Bioactivity Reference
Herbicidal activity against semen euphorbiae assessed as inhibition of weed growth at at 15 ug/mL measured 15 days post compound treatment by pot-culture method Echinochloa crus-galli 100.0 %
Herbicidal activity against semen euphorbiae assessed as inhibition of weed growth at at 7.5 ug/mL measured 15 days post compound treatment by pot-culture method Echinochloa crus-galli 95.6 %
Herbicidal activity against semen euphorbiae assessed as inhibition of weed growth at at 3.75 ug/mL measured 15 days post compound treatment by pot-culture method Echinochloa crus-galli 84.4 %
Herbicidal activity against semen euphorbiae assessed as inhibition of weed growth at at 1.875 ug/mL measured 15 days post compound treatment by pot-culture method Echinochloa crus-galli 46.7 %
Herbicidal activity against semen euphorbiae assessed as inhibition of weed growth at at 0.9375 ug/mL measured 15 days post compound treatment by pot-culture method Echinochloa crus-galli 17.8 %
Toxicity against Oryza sativa xiuanyou 63 (rice) assessed as growth inhibition at 15 ug/mL measured 15 days post compound treatment by pot-culture method Oryza sativa 100.0 %
Toxicity against Oryza sativa xiuanyou 63 (rice) assessed as growth inhibition at 3.75 ug/mL measured 15 days post compound treatment by pot-culture method Oryza sativa 47.2 %
Toxicity against Oryza sativa xiuanyou 63 (rice) assessed as growth inhibition at 7.5 ug/mL measured 15 days post compound treatment by pot-culture method Oryza sativa 72.0 %
Toxicity against Oryza sativa xiuanyou 63 (rice) assessed as growth inhibition at 0.9375 ug/mL measured 15 days post compound treatment by pot-culture method Oryza sativa 0.0 %
Toxicity against Oryza sativa xiuanyou 63 (rice) assessed as growth inhibition at 1.875 ug/mL measured 15 days post compound treatment by pot-culture method Oryza sativa 13.9 %
Herbicidal activity against Cucumis sativus jinyou 15 (cucumber) assessed as inhibition of weed growth at 0.9357 ug/mL measured 15 days post compound treatment by pot-culture method Cucumis sativus 100.0 %
Herbicidal activity against semen euphorbiae assessed as inhibition of weed growth at 500 ug/mL measured 15 days post compound treatment by pot-culture method Echinochloa crus-galli 100.0 %
Herbicidal activity against Cucumis sativus jinyou 15 (cucumber) assessed as inhibition of weed growth at 500 ug/mL measured 15 days post compound treatment by pot-culture method Cucumis sativus 100.0 %
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
Inhibition of Arbidopsis thaliana C-terminal His-tagged At5g43760 expressed in Saccharomyces cerevisiae INVSc1 after 18 to 20 hr by GC/MS analysis Arabidopsis thaliana 398.11 nM
Inhibition of Arbidopsis thaliana C-terminal His-tagged FAE1 expressed in Saccharomyces cerevisiae INVSc1 after 18 to 20 hr by GC/MS analysis Arabidopsis thaliana 199.53 nM
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
Toxicity in Oryza sativa (rice) assessed as injury at 25 g/ha pre-emergence application under paddy conditions by crop safety assay Oryza sativa 10.0 %
Herbicidal activity against Schoenoplectiella juncoides assessed as killing at 25 g/ha pre-emergence application under paddy conditions Schoenoplectiella juncoides 90.0 %
Herbicidal activity against Monochoria vaginalis assessed as killing at 25 g/ha pre-emergence application under paddy conditions Monochoria vaginalis 100.0 %
Herbicidal activity against broadleaf weed assessed as killing at 25 g/ha pre-emergence application under paddy conditions None 90.0 %
Herbicidal activity against Echinochloa oryzicola assessed as killing at 25 g/ha pre-emergence application under paddy conditions Echinochloa oryzicola 100.0 %
Herbicidal activity against Zea mays (maize)assessed as killing at 500 g/ha pre-emergence application upland paddy conditions measured after 14 days Zea mays 60.0 %
Herbicidal activity against Chenopodium album assessed as killing at 500 g/ha pre-emergence application upland paddy conditions measured after 14 days Chenopodium album 100.0 %
Herbicidal activity against Digitaria ciliaris assessed as killing at 500 g/ha pre-emergence application upland paddy conditions measured after 14 days Digitaria ciliaris 90.0 %
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as killing at 500 g/ha pre-emergence application upland paddy conditions measured after 14 days Echinochloa crus-galli 90.0 %
Toxicity in Oryza sativa (rice) assessed as injury at 50 g/ha pre-emergence application under paddy conditions by crop safety assay Oryza sativa 10.0 %
Herbicidal activity against Schoenoplectiella juncoides assessed as killing at 50 g/ha pre-emergence application under paddy conditions Schoenoplectiella juncoides 100.0 %
Herbicidal activity against Monochoria vaginalis assessed as killing at 50 g/ha pre-emergence application under paddy conditions Monochoria vaginalis 100.0 %
Herbicidal activity against broadleaf weed assessed as killing at 50 g/ha pre-emergence application under paddy conditions None 100.0 %
Herbicidal activity against Echinochloa oryzicola assessed as killing at 50 g/ha pre-emergence application under paddy conditions Echinochloa oryzicola 100.0 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as reduction in [14C]-labeled 26C fatty acid level at 70 uM after 3 hr by liquid scintillation counting relative to control Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as reduction in [14C]-labeled 24C fatty acid level at 70 uM after 3 hr by liquid scintillation counting relative to control Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as reduction in [14C]-labeled 24C fatty acid level at 70 uM after 3 hr by liquid scintillation counting relative to control Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as reduction in [14C]-labeled 22C fatty acid level at 70 uM after 3 hr by liquid scintillation counting relative to control Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as [14C]-labeled 22C fatty acid level at 70 uM after 3 hr by liquid scintillation counting (Rvb = 34.7 +/- 2.4%) Hordeum vulgare 14.7 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as [14C]-labeled 20C fatty acid level at 70 uM after 3 hr by liquid scintillation counting (Rvb = 11.7 +/- 2%) Cucumis sativus 8.4 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as reduction in [14C]-labeled 20C fatty acid level at 70 uM after 3 hr by liquid scintillation counting relative to control Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as [14C]-labeled 18C fatty acid level at 70 uM after 3 hr by liquid scintillation counting (Rvb = 14.3 +/- 2%) Cucumis sativus 71.3 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as [14C]-labeled 18C fatty acid level at 70 uM after 3 hr by liquid scintillation counting (Rvb = 14.4 +/- 6.3%) Hordeum vulgare 65.4 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]malonate assessed as [14C]-labeled 16C fatty acid level at 70 uM after 3 hr by liquid scintillation counting (Rvb = 5.1 +/- 0.9%) Cucumis sativus 20.4 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]malonate assessed as [14C]-labeled 16C fatty acid level at 70 uM after 3 hr by liquid scintillation counting (Rvb = 3.3 +/- 0.9%) Hordeum vulgare 10.0 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) assessed as inhibition of [14C]malonate incoporation in total fatty acids at 70 uM measured as total disintegration per g of fresh weight after 3 hr by liquid scintillation counting (Rvb = 16.3 +/- 1.1 dpm x 10'6 g'1 fresh wt) Cucumis sativus 9.4 10'6dpm
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) assessed as inhibition of [14C]malonate incoporation in total fatty acids at 70 uM measured as total disintegration per g of fresh weight after 3 hr by liquid scintillation counting (Rvb = 5.2 +/- 0.9 dpm x 10'6 g'1 fresh wt) Hordeum vulgare 2.7 10'6dpm
Inhibition of fatty acid synthesis in wheat using [14C]acetate assessed as reduction in [14C]-labeled 24C fatty acid level at 7 uM after 3 hr by liquid scintillation counting Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]acetate assessed as reduction in [14C]-labeled 24C fatty acid level at 7 uM after 3 hr by liquid scintillation counting Hordeum vulgare None
Inhibition of fatty acid synthesis in wheat using [14C]acetate assessed as reduction in [14C]-labeled 22C fatty acid level at 7 uM after 3 hr by liquid scintillation counting Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]acetate assessed as reduction in [14C]-labeled 22C fatty acid level at 7 uM after 3 hr by liquid scintillation counting Hordeum vulgare None
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]acetate assessed as reduction in [14C]-labeled 20C fatty acid level at 7 uM after 3 hr by liquid scintillation counting relative to control Cucumis sativus None
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]acetate assessed as [14C]-labeled 20C fatty acid level at 7 uM after 3 hr by liquid scintillation counting (Rvb = 2.1 +/- 0.4%) Hordeum vulgare 2.2 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]acetate assessed as [14C]-labeled 18C fatty acid level at 7 uM after 3 hr by liquid scintillation counting (Rvb = 33.5 +/- 1.5%) Cucumis sativus 39.6 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]acetate assessed as [14C]-labeled 18C fatty acid level at 7 uM after 3 hr by liquid scintillation counting (Rvb = 57 +/- 0.9%) Hordeum vulgare 66.1 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) using [14C]acetate assessed as [14C]-labeled 16C fatty acid level at 7 uM after 3 hr by liquid scintillation counting (Rvb = 27.6 +/- 5.1%) Cucumis sativus 60.4 %
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) using [14C]acetate assessed as [14C]-labeled 16C fatty acid level at 7 uM after 3 hr by liquid scintillation counting (Rvb = 30.6 +/- 0.2%) Hordeum vulgare 32.4 %
Inhibition of fatty acid synthesis in Cucumis sativus (cucumber) assessed as inhibition of [14C]acetate incoporation in total fatty acids at 7 uM measured as total disintegration per g of fresh weight after 3 hr by liquid scintillation counting (Rvb = 4.4 +/- 1 dpm x 10'6 g'1 fresh wt) Cucumis sativus 2.5 10'6dpm
Inhibition of fatty acid synthesis in Hordeum vulgare (barley) assessed as inhibition of [14C]acetate incoporation in total fatty acids at 7 uM measured as total disintegration per g of fresh weight after 3 hr by liquid scintillation counting (Rvb = 5.8 +/- 1.6 dpm x 10'6 g'1 fresh wt) Hordeum vulgare 5.1 10'6dpm
Herbicidal activity against Rotala indica at 300 g a.i/ha treated at 1.6-leaf stage measured after 26 days by outdoor concrete pot test Rotala indica 100.0 %
Herbicidal activity against Elatine triandra at 300 g a.i/ha treated at 1.6-leaf stage measured after 26 days by outdoor concrete pot test Elatine triandra 100.0 %
Herbicidal activity against Lindernia procumbens at 300 g a.i/ha treated at 1.6-leaf stage measured after 26 days by outdoor concrete pot test Lindernia procumbens 100.0 %
Herbicidal activity against Schoenoplectiella juncoides at 300 g a.i/ha treated at 1.6-leaf stage measured after 26 days by outdoor concrete pot test Schoenoplectiella juncoides 0.0 %
Herbicidal activity against Monochoria vaginalis at 300 g a.i/ha treated at 1.6-leaf stage measured after 26 days by outdoor concrete pot test Monochoria vaginalis 50.0 %
Herbicidal activity against Echinochloa oryzicola at 300 g a.i/ha treated at 1.6-leaf stage measured after 26 days by outdoor concrete pot test Echinochloa oryzicola 100.0 %
Phytotoxicity against Oryza sativa cv. Kinuhikari (rice) at 300 g a.i/ha treated at 2.3-leaf stage measured after 26 days by outdoor concrete pot test Oryza sativa 0.0 %
Herbicidal activity against Elatine triandra at 300 g a.i/ha treated at 2.3-leaf stage measured after 26 days by outdoor concrete pot test Elatine triandra 99.0 %
Herbicidal activity against Rotala indica at 300 g a.i/ha treated at 2.3-leaf stage measured after 26 days by outdoor concrete pot test Rotala indica 99.0 %
Herbicidal activity against Lindernia procumbens at 300 g a.i/ha treated at 2.3-leaf stage measured after 26 days by outdoor concrete pot test Lindernia procumbens 99.0 %
Herbicidal activity against Monochoria vaginalis at 300 g a.i/ha treated at 2.3-leaf stage measured after 26 days by outdoor concrete pot test Monochoria vaginalis 0.0 %
Herbicidal activity against Schoenoplectiella juncoides at 300 g a.i/ha treated at 2.3-leaf stage measured after 26 days by outdoor concrete pot test Schoenoplectiella juncoides 0.0 %
Herbicidal activity against Echinochloa oryzicola at 300 g a.i/ha treated at 2.3-leaf stage measured after 26 days by outdoor concrete pot test Echinochloa oryzicola 95.0 %
Post-emergence phytotoxicity against Oryza sativa (rice) plants exposed to compound applied on surface of water 7 days after transplantation assessed as plant killing at 0.5 kg ai/ha measured 3 weeks after compound treatment under green house conditions Oryza sativa 20.0 %
Post-emergence herbicidal activity against Echinochloa oryzicola assessed as weed killing at 0.5 kg ai/ha measured 30 days after compound treatment under green house conditions Echinochloa oryzicola 80.0 %

Cross References

Resources Reference
ChEMBL CHEMBL2252191
FDA SRS II8JP4LY7A
PubChem 195429
SureChEMBL SCHEMBL54625
ZINC ZINC02381583
CONTENTS