PARAOXON

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Search structure


Synonyms	Paraoxon
UNII	Q9CX8P80JW
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	WYMSBXTXOHUIGT-UHFFFAOYSA-N
Smiles	CCOP(=O)(OCC)Oc1ccc(cc1)[N+](=O)[O-]
InChI	InChI=1S/C10H14NO6P/c1-3-15-18(14,16-4-2)17-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C10H14NO6P
Molecular Weight	275.2
AlogP	2.0
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	7.0
Polar Surface Area	100.38
Molecular species	None
Aromatic Rings	1.0
Heavy Atoms	18.0

Assay Description	Organism	Bioactivity	Reference
Displacement of [3H]QNB from Drosophila melanogaster mAChR at 100000 nM by scintillation counting	Drosophila melanogaster	0.0 %
Displacement of [3H]AF-DX 384 from Drosophila melanogaster mAChR at 100000 nM by scintillation counting	Drosophila melanogaster	13.0 %
Displacement of [3H]QNB from Drosophila melanogaster mAChR by scintillation counting	Drosophila melanogaster	100000.0 nM
Displacement of [3H]AF-DX 384 from Drosophila melanogaster mAChR by scintillation counting	Drosophila melanogaster	100000.0 nM
Irreversible inhibition of Diabrotica undecimpunctata (Southern corn rootworm) acetylcholinesterase using acetylcholine iodine as substrate assessed as activity remaining at 1 uM incubated for 30 min prior to substrate addition by size exclusion chromatrography method	Diabrotica undecimpunctata	20.0 %
Irreversible inhibition of Diabrotica undecimpunctata (Southern corn rootworm) acetylcholinesterase using acetylcholine iodine as substrate at 300 nM measured after 120 min by DTNB-based colorimetric analysis	Diabrotica undecimpunctata	100.0 %
Inhibition of Diabrotica undecimpunctata (Southern corn rootworm) acetylcholinesterase using acetylcholine iodine as substrate at 300 nM measured after 30 min by DTNB-based colorimetric analysis	Diabrotica undecimpunctata	50.0 %
Insecticidal activity against Nephotettix cincticeps (green rice leafhopper) infested in compound-pretreated rice seedling measured 6 days post-infestation	Nephotettix cincticeps	100.0 ppm
Insecticidal activity against Nilaparvata lugens (brown planthopper) infested in compound-pretreated rice seedling measured 6 days post-infestation	Nilaparvata lugens	10.0 ppm
Resistance index, ratio of bimolecular rate constant Ki for AChE in rganophosphate-resistant clone of Schizaphis graminum OR2 to bimolecular rate constant Ki for AChE in organophosphate-susceptible clone of Schizaphis graminum OSS	Schizaphis graminum	2.0
Resistance index, ratio of bimolecular rate constant Ki for AChE in rganophosphate-resistant clone of Schizaphis graminum OR1 to bimolecular rate constant Ki for AChE in organophosphate-susceptible clone of Schizaphis graminum OSS	Schizaphis graminum	1.8
Inhibition of AChE in organophosphate-resistant clone of Schizaphis graminum OR2 adult or last-instar nymphs homogenates assessed as bimolecular rate constant pre-incubated with compound for 2 min at 25 degC before addition of ATC and DTNB solution	Schizaphis graminum	0.72 /M/min
Inhibition of AChE in organophosphate-resistant clone of Schizaphis graminum OR1 adult or last-instar nymphs homogenates assessed as bimolecular rate constant pre-incubated with compound for 2 min at 25 degC before addition of ATC and DTNB solution	Schizaphis graminum	0.81 /M/min
Inhibition of AChE in organophosphate-susceptible clone of Schizaphis graminum OSS adult or last-instar nymphs homogenates assessed as bimolecular rate constant pre-incubated with compound for 2 min at 25 degC before addition of ATC and DTNB solution	Schizaphis graminum	1.42 /M/min

Cross References

Resources	Reference
ChEMBL	CHEMBL23838
FDA SRS	Q9CX8P80JW
PubChem	9395
SureChEMBL	SCHEMBL26405
ZINC	ZINC01530487

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).