8-CHLORO-3-OXO-2H-BENZO[B][1,4]OXAZIN-4(3H)-YL PENTANOATE


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	SIBLNIFPVJSXRY-UHFFFAOYSA-N
Smiles	CCCCC(=O)ON1C(=O)COc2c(Cl)cccc12
InChI	InChI=1S/C13H14ClNO4/c1-2-3-7-12(17)19-15-10-6-4-5-9(14)13(10)18-8-11(15)16/h4-6H,2-3,7-8H2,1H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C13H14ClNO4
Molecular Weight	283.71
AlogP	2.7
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	5.0
Polar Surface Area	55.84
Molecular species	None
Aromatic Rings	1.0
Heavy Atoms	19.0

Assay Description	Organism	Bioactivity
Herbicidal activity against Avena fatua assessed as inhibition of root elongation at 114 uM after 5 days relative to control	Avena fatua	70.0 %
Phytotoxicity against Triticum aestivum (wheat) assessed as inhibition of root elongation at 114 uM after 5 days relative to control	Triticum aestivum	18.0 %
Selectivity idex, ratio of IC50 for root elongation in Triticum aestivum to IC50 for root elongation in Avena fatua	None	14.44
Selectivity idex, ratio of IC50 for root elongation in Oryza sativa to IC50 for root elongation in Echinochloa crus-galli	None	11.14
Phytotoxicity against Triticum aestivum (wheat) assessed as inhibition of root elongation after 5 days relative to control	Triticum aestivum	1640000.0 nM
Phytotoxicity against Triticum aestivum (wheat) assessed as inhibition of seed germination at 10 uM to 1 mM after 5 days relative to control	Triticum aestivum	None
Phytotoxicity against Oryza sativa (rice) assessed as inhibition of root elongation after 7 days relative to control	Oryza sativa	712000.0 nM
Phytotoxicity against Oryza sativa (rice) assessed as inhibition of seed germination at 10 uM to 1 mM after 7 days relative to control	Oryza sativa	None
Herbicidal activity against Avena fatua assessed as inhibition of shoot length at 0.05 uM to 1 mM after 5 days relative to control	Avena fatua	None
Herbicidal activity against Avena fatua assessed as inhibition of root length after 5 days relative to control	Avena fatua	113600.0 nM
Herbicidal activity against Avena fatua assessed as inhibition of seed germination at 0.05 uM to 1 mM after 5 days relative to control	Avena fatua	None
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of root length after 5 days relative to control	Echinochloa crus-galli	64000.0 nM
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of shoot length at 0.05 uM to 1 mM after 5 days relative to control	Echinochloa crus-galli	None
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of seed germination at 0.05 uM to 1 mM after 5 days relative to control	Echinochloa crus-galli	None

Cross References

Resources	Reference
ChEMBL	CHEMBL2271445
PubChem	46183860

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).