O,O'-DI-N-BUTYLPHENYL[3-((S)-1-CYCLOHEXYLETHYL)THIOUREIDO]METHYLPHOSPHONATE


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	WVZVDUPVYLAVDO-AJZOCDQUSA-N
Smiles	CCCCOP(=O)(OCCCC)C(NC(=S)N[C@@H](C)C1CCCCC1)c2ccccc2
InChI	InChI=1S/C24H41N2O3PS/c1-4-6-18-28-30(27,29-19-7-5-2)23(22-16-12-9-13-17-22)26-24(31)25-20(3)21-14-10-8-11-15-21/h9,12-13,16-17,20-21,23H,4-8,10-11,14-15,18-19H2,1-3H3,(H2,25,26,31)/t20-,23?/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C24H41N2O3PS
Molecular Weight	468.63
AlogP	6.98
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	15.0
Polar Surface Area	101.49
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	31.0

Assay Description	Organism	Bioactivity
Antiviral activity against Tobacco mosaic virus (TMV) in compound treated Nicotiana tabacum L.leaves assessed as curative effect	Tobacco mosaic virus	378.9 ug.mL-1
Antiviral activity against Tobacco mosaic virus (TMV) in compound treated Nicotiana tabacum L.leaves assessed as curative effect at 250 ug/ml	Tobacco mosaic virus	37.2 %
Antiviral activity against Tobacco mosaic virus (TMV) in compound treated Nicotiana tabacum L.leaves assessed as curative effect at 125 ug/ml	Tobacco mosaic virus	32.9 %
Antiviral activity against Tobacco mosaic virus (TMV) in compound treated Nicotiana tabacum L.leaves assessed as curative effect at 500 ug/ml	Tobacco mosaic virus	50.4 %
Antiviral activity against Tobacco mosaic virus (TMV) in compound treated Nicotiana tabacum L.leaves assessed as curative effect from local lesions at 500 ug/ml measured after 3 to 4 days	Tobacco mosaic virus	50.4 %
Antiviral activity against Tobacco mosaic virus (TMV) in compound treated Nicotiana tabacum L.leaves assessed as protective effect from local lesions at 500 ug/ml measured after 3 to 4 days	Tobacco mosaic virus	36.3 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2229209
PubChem	25223851

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).