N-[2-(5-CHLORO-3-THIENYL)ETHYL]-2,2-DICHLORO-1-ISOPROPYLCYCLOPROPANECARBOXAMIDE


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	NGVISUPEKJPCPN-UHFFFAOYSA-N
Smiles	CC(C)C1(CC1(Cl)Cl)C(=O)NCCc2csc(Cl)c2
InChI	InChI=1S/C13H16Cl3NOS/c1-8(2)12(7-13(12,15)16)11(18)17-4-3-9-5-10(14)19-6-9/h5-6,8H,3-4,7H2,1-2H3,(H,17,18)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C13H16Cl3NOS
Molecular Weight	340.7
AlogP	3.52
Hydrogen Bond Acceptor	1.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	5.0
Polar Surface Area	57.34
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	19.0

Assay Description	Organism	Bioactivity
Inhibition of wild type Magnaporthe oryzae Hoku-1 scytalone dehydratase assessed as metabolism ratio of scytalone at 75 nM at 30 degC in presence of 50 mM PIPES	Magnaporthe oryzae	0.82
Inhibition of MBI-D-resistant Magnaporthe oryzae SW (OYU-1) scytalone dehydratase Val75Met mutant assessed as metabolism ratio of scytalone at 75 nM at 30 degC in presence of 50 mM PIPES	Magnaporthe oryzae	0.71
Antifungal activity against wild type Magnaporthe oryzae Hoku-1 in rice seedlings assessed as preventive value of rice blast at 5 ug/ml systemic application at 22 to 30 degC by pot test	Magnaporthe oryzae	40.0 %
Antifungal activity against wild type Magnaporthe oryzae Hoku-1 in rice seedlings assessed as preventive value of rice blast at 5 ug/ml foliar spray at 26 degC by pot test	Magnaporthe oryzae	40.0 %
Antifungal activity against MBI-D-resistant Magnaporthe oryzae SW (OYU-1) with Val75Met SDH mutant in rice seedlings assessed as preventive value of rice blast at 5 ug/ml systemic application at 22 to 30 degC by pot test	Magnaporthe oryzae	40.0 %
Antifungal activity against MBI-D-resistant Magnaporthe oryzae SW (OYU-1) with Val75Met SDH mutant in rice seedlings assessed as preventive value of rice blast at 5 ug/ml foliar spray at 26 degC by pot test	Magnaporthe oryzae	40.0 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2270035
PubChem	76334093

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).