9-METHYL-8-OXA-10,12-DIAZA-TRICYCLO[7.3.1.02,7]TRIDECA-2,4,6-TRIEN-11-YLIDENE CYANAMIDE


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	FYHPSEVPZYGTOI-UHFFFAOYSA-N
Smiles	CC12CC(N\C(=N\C#N)\N1)c3ccccc3O2
InChI	InChI=1S/C12H12N4O/c1-12-6-9(15-11(16-12)14-7-13)8-4-2-3-5-10(8)17-12/h2-5,9H,6H2,1H3,(H2,14,15,16)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C12H12N4O
Molecular Weight	228.25
AlogP	1.19
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	0.0
Polar Surface Area	69.44
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	17.0

Assay Description	Organism	Bioactivity
Reversible inhibition of Diabrotica undecimpunctata (Southern corn rootworm) acetylcholinesterase using acetylcholine iodine as substrate at 10 uM incubated for 30 min prior to substrate addition by size exclusion chromatrography method	Diabrotica undecimpunctata	None
Reversible inhibition of Nephotettix cincticeps (green rice leafhopper) acetylcholinesterase using acetylcholine iodine as substrate at 2 uM measured up to 120 min by DTNB-based colorimetric analysis	Nephotettix cincticeps	None
Reversible inhibition of Diabrotica undecimpunctata (Southern corn rootworm) acetylcholinesterase using acetylcholine iodine as substrate at 2 uM measured up to 120 min by DTNB-based colorimetric analysis	Diabrotica undecimpunctata	50.0 %
Insecticidal activity against Peregrinus maidis (corn hopper) infested compound-pretreated corn seed measured 6 days post-infestation	Peregrinus maidis	250.0 ppm
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

Cross References

Resources	Reference
ChEMBL	CHEMBL2252043
PubChem	14147568

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).