RAC-(E)-METHYL N-2-(1-METHOXY-2-(METHYLAMINO)-2-OXOETHYL)BENZYLOXY-4-(TRIFLUOROMETHYL)BENZIMIDOTHIOATE

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Search structure


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	QVDFEDGUGGXCMI-NCELDCMTSA-N
Smiles	CNC(=O)C(OC)c1ccccc1CO\N=C(\SC)/c2ccc(cc2)C(F)(F)F
InChI	InChI=1S/C20H21F3N2O3S/c1-24-18(26)17(27-2)16-7-5-4-6-14(16)12-28-25-19(29-3)13-8-10-15(11-9-13)20(21,22)23/h4-11,17H,12H2,1-3H3,(H,24,26)/b25-19+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C20H21F3N2O3S
Molecular Weight	426.45
AlogP	3.88
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	9.0
Polar Surface Area	85.22
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	29.0

Assay Description	Organism	Bioactivity	Reference
Fungicidal activity against Phytophthora infestans assessed as potato late blight disease suppression in field at 100 ppm following 4 applications at 1 week intervals	Phytophthora infestans	None
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control in field at 100 ppm measured after 9 days of last application	Pseudoperonospora cubensis	96.1 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control in field at 25 ppm measured after 9 days of last application	Pseudoperonospora cubensis	62.3 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 2 ppm foliar application 24 hr after inoculation by curative manner	Pseudoperonospora cubensis	50.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 7.8 ppm foliar application 24 hr after inoculation by curative manner	Pseudoperonospora cubensis	79.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 31.3 ppm foliar application 24 hr after inoculation by curative manner	Pseudoperonospora cubensis	95.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 125 ppm foliar application 24 hr after inoculation by curative manner	Pseudoperonospora cubensis	95.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 2 ppm foliar application 24 hr before inoculation onto the abaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	25.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 500 ppm foliar application 24 hr before inoculation onto the abaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	100.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 125 ppm foliar application 24 hr before inoculation onto the abaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	97.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 31.3 ppm foliar application 24 hr before inoculation onto the abaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	99.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 7.8 ppm foliar application 24 hr before inoculation onto the abaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	192.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 2 ppm foliar application 24 hr before inoculation onto the adaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	100.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 500 ppm foliar application 24 hr before inoculation onto the adaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	100.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 125 ppm foliar application 24 hr before inoculation onto the adaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	100.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 31.3 ppm foliar application 24 hr before inoculation onto the adaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	100.0 %
Fungicidal activity against Pseudoperonospora cubensis assessed as cucumber downy mildew disease control at 7.8 ppm foliar application 24 hr before inoculation onto the adaxial(treated) surface of leaf by preventive manner	Pseudoperonospora cubensis	100.0 %
Fungicidal activity against Botryotinia fuckeliana assessed as cucumber gray mold disease control at 125 ppm treated on upper surface of leaf 24 hr before inoculation at 22 +/- 2 degC measured after 3 days by preventive manner	Botryotinia fuckeliana	50.0 %
Fungicidal activity against Podosphaera fuliginea assessed as cucumber powdery mildew disease control at 7.8 ppm treated on upper surface of leaf 24 hr before inoculation at 23 +/- 2 degC measured after 10 days by preventive manner	Podosphaera fuliginea	90.0 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2271941
PubChem	76323404

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).