4-PENTENYL(S)-(-)-2-[N-(1H-IMIDAZOL-1-YLCARBONYL)METHYLAMINO]BUTANOATE


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	RSRVVKZOXCYALY-LBPRGKRZSA-N
Smiles	CC[C@H](N(C)C(=O)n1ccnc1)C(=O)OCCCC=C
InChI	InChI=1S/C14H21N3O3/c1-4-6-7-10-20-13(18)12(5-2)16(3)14(19)17-9-8-15-11-17/h4,8-9,11-12H,1,5-7,10H2,2-3H3/t12-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C14H21N3O3
Molecular Weight	279.33
AlogP	2.02
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	8.0
Polar Surface Area	64.43
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	20.0

Assay Description	Organism	Bioactivity
Inhibition of ergosterol biosynthesis in benzimidazole-sensitive Fusarium fujikuroi assessed as incorporation of [2-14C] acetate into total lipids at 0.03 ppm by autoradiography	Fusarium fujikuroi	5.6 %
Inhibition of ergosterol biosynthesis in benzimidazole-sensitive Fusarium fujikuroi assessed as incorporation of [2-14C] acetate into lipid fraction at 0.03 ppm by autoradiography	Fusarium fujikuroi	87.7 %
Inhibition of ergosterol biosynthesis in benzimidazole-sensitive Fusarium fujikuroi assessed as incorporation of [2-14C] acetate into ergosterol at 0.03 ppm by autoradiography	Fusarium fujikuroi	2.6 %
Inhibition of ergosterol biosynthesis in benzimidazole-sensitive Fusarium fujikuroi assessed as incorporation of [2-14C] acetate into obtusifoliol at 0.03 ppm by autoradiography	Fusarium fujikuroi	3.1 %
Inhibition of ergosterol biosynthesis in benzimidazole-sensitive Fusarium fujikuroi assessed as incorporation of [2-14C] acetate into 24-methylenedihydrolanosterol at 0.03 ppm by autoradiography	Fusarium fujikuroi	6.6 %
Antifungal activity against Magnaporthe oryzae assessed as diameter of mycelial colony after 3 to 4 days by agar dilution method	Magnaporthe oryzae	8.58 ppm
Antifungal activity against Bipolaris oryzae assessed as diameter of mycelial colony after 3 to 4 days by agar dilution method	Bipolaris oryzae	0.42 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	0.25 ppm

Cross References

Resources	Reference
ChEMBL	CHEMBL2286355
PubChem	76334552

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).