2-ETHOXYETHYL 2-CYANO-3-((3-(2-METHOXYPHENYL)ISOXAZOL-5-YL)METHYLAMINO)-3-(METHYLTHIO)ACRYLATE


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 ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	ZIBSIIYSTSTFKW-KNTRCKAVSA-N
Smiles	CCOCCOC(=O)\C(=C(/NCc1onc(c1)c2ccccc2OC)\SC)\C#N
InChI	InChI=1S/C20H23N3O5S/c1-4-26-9-10-27-20(24)16(12-21)19(29-3)22-13-14-11-17(23-28-14)15-7-5-6-8-18(15)25-2/h5-8,11,22H,4,9-10,13H2,1-3H3/b19-16+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C20H23N3O5S
Molecular Weight	417.48
AlogP	2.97
Hydrogen Bond Acceptor	8.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	12.0
Polar Surface Area	131.91
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	29.0

Assay Description	Organism	Bioactivity
Herbicidal activity against Amaranthus retroflexus assessed as inhibition of weed growth at 375 g/ha using postemergence treatment protocol	Amaranthus retroflexus	0.0 %
Herbicidal activity against Amaranthus retroflexus assessed as inhibition of weed growth at 750 g/ha using postemergence treatment protocol	Amaranthus retroflexus	16.0 %
Herbicidal activity against Brassica napus (oilseed rape) assessed as inhibition of weed growth at 375 g/ha using postemergence treatment protocol	Brassica napus	15.8 %
Herbicidal activity against Brassica napus (oilseed rape) assessed as inhibition of weed growth at 750 g/ha using postemergence treatment protocol	Brassica napus	43.8 %
Herbicidal activity against Brassica napus (oilseed rape) assessed as inhibition of weed growth at 1.5 kg/ha using preemergence treatment protocol	Brassica napus	19.0 %
Herbicidal activity against Digitaria sanguinalis (hairy crabgrass) assessed as inhibition of weed growth at 1.5 kg/ha using pre-emergence treatment protocol	Digitaria sanguinalis	17.3 %
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of weed growth at 1.5 kg/ha using preemergence treatment protocol	Echinochloa crus-galli	0.0 %
Herbicidal activity against Amaranthus retroflexus assessed as inhibition of weed growth at 1.5 kg/ha using preemergence treatment protocol	Amaranthus retroflexus	47.8 %
Herbicidal activity against Brassica napus (oilseed rape) assessed as inhibition of weed growth at 1.5 kg/ha using postemergence treatment protocol	Brassica napus	100.0 %
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of weed growth at 1.5 kg/ha using postemergence treatment protocol	Echinochloa crus-galli	52.0 %
Herbicidal activity against Digitaria sanguinalis (hairy crabgrass) assessed as inhibition of weed growth at 1.5 kg/ha using post-emergence treatment protocol	Digitaria sanguinalis	52.3 %
Herbicidal activity against Amaranthus retroflexus assessed as inhibition of weed growth at 1.5 kg/ha using postemergence treatment protocol	Amaranthus retroflexus	90.6 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2227883
PubChem	45277635

CONTENTS


PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains. Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).