(S)-(-)-PEFURAZOATE

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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	WBTYBAGIHOISOQ-INIZCTEOSA-N
Smiles	CC[C@H](N(Cc1occc1)C(=O)n2ccnc2)C(=O)OCCCC=C
InChI	InChI=1S/C18H23N3O4/c1-3-5-6-11-25-17(22)16(4-2)21(13-15-8-7-12-24-15)18(23)20-10-9-19-14-20/h3,7-10,12,14,16H,1,4-6,11,13H2,2H3/t16-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C18H23N3O4
Molecular Weight	345.39
AlogP	2.78
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	10.0
Polar Surface Area	77.57
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	25.0

Assay Description	Organism	Bioactivity	Reference
Inhibition of ergosterol biosynthesis in benzimidazole-sensitive Fusarium fujikuroi assessed as incorporation of [2-14C] acetate into total lipids at 0.24 ppm by autoradiography	Fusarium fujikuroi	1.3 %
Inhibition of ergosterol biosynthesis in benzimidazole-sensitive Fusarium fujikuroi assessed as incorporation of [2-14C] acetate into lipid fraction at 0.24 ppm by autoradiography	Fusarium fujikuroi	84.8 %
Inhibition of ergosterol biosynthesis in benzimidazole-sensitive Fusarium fujikuroi assessed as incorporation of [2-14C] acetate into ergosterol at 0.24 ppm by autoradiography	Fusarium fujikuroi	1.3 %
Inhibition of ergosterol biosynthesis in benzimidazole-sensitive Fusarium fujikuroi assessed as incorporation of [2-14C] acetate into 24-methylenedihydrolanosterol at 0.24 ppm by autoradiography	Fusarium fujikuroi	13.9 %
Antifungal activity against Magnaporthe oryzae assessed as diameter of mycelial colony after 3 to 4 days by agar dilution method	Magnaporthe oryzae	0.61 ppm
Antifungal activity against Bipolaris oryzae assessed as diameter of mycelial colony after 3 to 4 days by agar dilution method	Bipolaris oryzae	0.41 ppm
Antifungal activity against benzimidazole-sensitive Fusarium fujikuroi assessed as diameter of mycelial colony after 3 to 4 days by agar dilution method	Fusarium fujikuroi	0.24 ppm
Inhibition of ergosterol biosynthesis in Fusarium fujikuroi assessed as [2-14C]-sodium acetate incorporation at 0.24 ppm after 2 hr by liquid scintillation counting analysis relative to control	Fusarium fujikuroi	87.0 %
Inhibition of ergosterol biosynthesis in Fusarium fujikuroi assessed as decrease in ergosterol level in total lipids measuring [2-14C]-sodium acetate incorporation at 0.24 ppm after 2 hr by liquid scintillation counting analysis (Rvb = 6 to 12.3%)	Fusarium fujikuroi	0.8 %
Inhibition of ergosterol biosynthesis in Fusarium fujikuroi assessed as increase in 24-methylenedihydrolanosterol level in total lipids measuring [2-14C]-sodium acetate incorporation at 0.24 ppm after 2 hr by liquid scintillation counting analysis (Rvb = 4.8 to 7.4%)	Fusarium fujikuroi	13.6 %
Antifungal activity against Fusarium fujikuroi assessed as mycelial growth inhibition at 0.15 ppm after 4 days relative to control	Fusarium fujikuroi	35.0 %
Antifungal activity against Fusarium fujikuroi assessed as mycelial growth inhibition at 0.31 ppm after 4 days relative to control	Fusarium fujikuroi	60.0 %
Antifungal activity against Fusarium fujikuroi assessed as mycelial growth inhibition at 0.63 ppm after 4 days relative to control	Fusarium fujikuroi	78.0 %
Antifungal activity against Fusarium fujikuroi assessed as mycelial growth inhibition at 1.25 ppm after 4 days relative to control	Fusarium fujikuroi	100.0 %
Antifungal activity against Fusarium fujikuroi assessed as mycelial growth inhibition at 2.5 ppm after 4 days relative to control	Fusarium fujikuroi	100.0 %
Antifungal activity against Fusarium fujikuroi assessed as mycelial growth inhibition at 5 ppm after 4 days relative to control	Fusarium fujikuroi	100.0 %
Antifungal activity against Fusarium fujikuroi assessed as mycelial growth inhibition after 4 days	Fusarium fujikuroi	40.0 ppm		Antifungal activity against Fusarium fujikuroi assessed as mycelial growth inhibition after 4 days	Fusarium fujikuroi	0.24 ppm

Cross References

Resources	Reference
ChEMBL	CHEMBL2286352
PubChem	76323728

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).