3-(HYDROXY(3-PHENOXYPHENYL)METHYLENE)-1-ISOPROPYLPYRROLIDINE-2,4-DIONE


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	ATWHQWPNWJPUSN-HNENSFHCSA-N
Smiles	CC(C)N1CC(=O)\C(=C(\O)/c2cccc(Oc3ccccc3)c2)\C1=O
InChI	InChI=1S/C20H19NO4/c1-13(2)21-12-17(22)18(20(21)24)19(23)14-7-6-10-16(11-14)25-15-8-4-3-5-9-15/h3-11,13,23H,12H2,1-2H3/b19-18-

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C20H19NO4
Molecular Weight	337.37
AlogP	2.84
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	4.0
Polar Surface Area	66.84
Molecular species	ACID
Aromatic Rings	2.0
Heavy Atoms	25.0

Assay Description	Organism	Bioactivity
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of plant growth at 10 ug/mL by cup test	Echinochloa crus-galli	57.0 %
Herbicidal activity against Digitaria sanguinalis (hairy crabgrass) assessed as inhibition in green house at 1500 g/ha post-emergence treatment measured after 15 days	Digitaria sanguinalis	0.0 %
Herbicidal activity against Digitaria sanguinalis (hairy crabgrass) assessed as inhibition in green house at 1500 g/ha pre-emergence treatment measured after 15 days	Digitaria sanguinalis	0.0 %
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition in green house at 1500 g/ha post-emergence treatment measured after 15 days	Echinochloa crus-galli	0.0 %
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition in green house at 1500 g/ha pre-emergence treatment measured after 15 days	Echinochloa crus-galli	0.0 %
Herbicidal activity against Amaranthus retroflexus assessed as inhibition in green house at 1500 g/ha pre-emergence treatment measured after 15 days	Amaranthus retroflexus	0.0 %
Herbicidal activity against Amaranthus retroflexus assessed as inhibition in green house at 1500 g/ha post-emergence treatment measured after 15 days	Amaranthus retroflexus	9.0 %
Herbicidal activity against Brassica rapa subsp. oleifera assessed as inhibition in green house at 1500 g/ha post-emergence treatment measured after 15 days	Brassica rapa subsp. oleifera	0.0 %
Herbicidal activity against Brassica rapa subsp. oleifera assessed as inhibition in green house at 1500 g/ha pre-emergence treatment measured after 15 days	Brassica rapa subsp. oleifera	0.0 %
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of seedling growth at 100 ug/ml at 28 +/- 1 degC measured after 65 hr by cup test	Echinochloa crus-galli	67.0 %
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of seedling growth at 10 ug/ml at 28 +/- 1 degC measured after 65 hr by cup test	Echinochloa crus-galli	57.0 %
Herbicidal activity against Brassica rapa subsp. oleifera assessed as inhibition of root growth at 100 ug/ml at 28 +/- 1 degC measured after 65 hr by root test	Brassica rapa subsp. oleifera	81.0 %
Herbicidal activity against Brassica rapa subsp. oleifera assessed as inhibition of root growth at 10 ug/ml at 28 +/- 1 degC measured after 65 hr by root test	Brassica rapa subsp. oleifera	0.0 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2253127
PubChem	54706895

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).