RS-TRANS-4-CHLORO-N-(4-CYANOBENZYL)-N-ISOBUTYLPENT-2-ENAMIDE

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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	BOVMTMZFXUMNPZ-RUDMXATFSA-N
Smiles	CC(C)CN(Cc1ccc(cc1)C#N)C(=O)\C=C\C(C)Cl
InChI	InChI=1S/C17H21ClN2O/c1-13(2)11-20(17(21)9-4-14(3)18)12-16-7-5-15(10-19)6-8-16/h4-9,13-14H,11-12H2,1-3H3/b9-4+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C17H21ClN2O
Molecular Weight	304.81
AlogP	3.83
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	6.0
Polar Surface Area	44.1
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	21.0

Assay Description	Organism	Bioactivity	Reference
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as damage of seedlings	Echinochloa crus-galli	16.0 gAi/ha
Phytotoxic activity against Scenedesmus acutus assessed as growth inhibition measured after 20 hr	Scenedesmus acutus	870.96 nM
Phytotoxic activity against Scenedesmus acutus assessed as inhibition of carotenoid biosynthesis measured after 48 hr	Scenedesmus acutus	398.11 nM
Phytotoxic activity against Scenedesmus acutus assessed as ethane formation measured after 20 hr	Scenedesmus acutus	15135.61 nM
Phytotoxic activity against Scenedesmus acutus assessed as decrease in chlorophyll measured after 20 hr	Scenedesmus acutus	1548.82 nM
Inhibition of Protoporphyrinogen IX oxidase in Zea mays (maize) seedlings assessed as proto-IX formation by fluorescence spectrophotometer	Zea mays	602.56 nM
Dissociation constant, pKa of the compound	None	4.82
Inhibition of Succinate-cytochrome c reductase in Pisum sativum (pea) mitochondrial respiratory-chain electron-transport system at 100 uM	Pisum sativum	4.6 %
Inhibition of chlorophyll biosynthesis of Chlorella salina	Chlorella salina	None
Inhibition of autotrophic growth of Chlorella salina	Chlorella salina	3162.28 nM
Inhibition of protoporphyrinogen oxidase in Gossypium hirsutum (cotton) seedlings assessed as inhibition of protox preparation in cotyledons	Gossypium hirsutum	63095.73 nM
Phytotoxicity against Gossypium hirsutum (cotton) seedlings assessed as inhibition of chlorophyll biosynthesis in cotyledons	Gossypium hirsutum	158.49 nM
Phytotoxicity against Gossypium hirsutum (cotton) seedlings assessed as heavily dark-browning with wrinkling measured under dark conditions at 100 uM	Gossypium hirsutum	None
Phytotoxicity against Gossypium hirsutum (cotton) seedlings assessed as complete killing measured under light conditions at 100 uM	Gossypium hirsutum	None
Light dependent herbicidal activity against Echinochloa oryzicola seedlings assessed as inhibition of seedlings growth at 10 ppm measured after 6 days post compound application under greenhouse conditions at 25 +/- 2 degC with day light	Echinochloa oryzicola	None
Herbicidal activity against Echinochloa oryzicola seedlings assessed as induction of seedlings damage measured after 3 weeks post compound application through paddy water	Echinochloa oryzicola	16.0 gAi/ha
Herbicidal activity against Echinochloa oryzicola grown in greenhouse at 28 degC under sunshine in day time assessed as inhibition of shoot elongation measured after 7 days post compound application	Echinochloa oryzicola	131825.67 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL2269168
PubChem	13121818

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).