(E)-METHYL 2-CYANO-3-((DIBUTOXYPHOSPHORYL)(PHENYL)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	KTFDVRXYLFITBX-CZIZESTLSA-N
Smiles	CCCCOP(=O)(OCCCC)C(N\C(=C(\C#N)/C(=O)OC)\SC)c1ccccc1
InChI	InChI=1S/C21H31N2O5PS/c1-5-7-14-27-29(25,28-15-8-6-2)19(17-12-10-9-11-13-17)23-20(30-4)18(16-22)21(24)26-3/h9-13,19,23H,5-8,14-15H2,1-4H3/b20-18+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C21H31N2O5PS
Molecular Weight	454.52
AlogP	4.46
Hydrogen Bond Acceptor	8.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	15.0
Polar Surface Area	132.76
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	30.0

Assay Description	Organism	Bioactivity
Antiviral activity against Tobacco mosaic virus (TMV) pre-treated with compound for 30 min followed by inoculation on left side of Nicotiana tabacum leaves assessed as virus inactivation effect measured 3 to 4 days post viral infection	Tobacco mosaic virus	55.5 ug.mL-1
Antiviral activity against Tobacco mosaic virus (TMV) pre-treated with 30.7 ug/mL compound for 30 min followed by inoculation on left side of Nicotiana tabacum leaves assessed as virus inactivation effect measured 3 to 4 days post viral infection	Tobacco mosaic virus	37.6 %
Antiviral activity against Tobacco mosaic virus (TMV) pre-treated with 62.5 ug/mL compound for 30 min followed by inoculation on left side of Nicotiana tabacum leaves assessed as virus inactivation effect measured 3 to 4 days post viral infection	Tobacco mosaic virus	53.7 %
Antiviral activity against Tobacco mosaic virus (TMV) pre-treated with 125 ug/mL compound for 30 min followed by inoculation on left side of Nicotiana tabacum leaves assessed as virus inactivation effect measured 3 to 4 days post viral infection	Tobacco mosaic virus	66.9 %
Antiviral activity against Tobacco mosaic virus (TMV) pre-treated with 250 ug/mL compound for 30 min followed by inoculation on left side of Nicotiana tabacum leaves assessed as virus inactivation effect measured 3 to 4 days post viral infection	Tobacco mosaic virus	70.2 %
Antiviral activity against Tobacco mosaic virus (TMV) inoculated on whole Nicotiana tabacum leaves followed by smearing with 500 ug/mL compound solution on left side of leaves assessed as viral infection curative effect measured 3 to 4 days post viral infection	Tobacco mosaic virus	60.2 %
Antiviral activity against Tobacco mosaic virus (TMV) pre-treated with 500 ug/mL compound for 30 min followed by inoculation on left side of Nicotiana tabacum leaves assessed as virus inactivation effect measured 3 to 4 days post viral infection	Tobacco mosaic virus	92.8 %
Antiviral activity against Tobacco mosaic virus (TMV) inoculated on 500 ug/mL compound smeared Nicotiana tabacum leaves assessed as protective effect against viral infection measured 3 to 4 days post viral infection	Tobacco mosaic virus	55.9 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2228217
PubChem	24970571

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).