(E)-ETHYL 3-[(R)-1-PHENYLETHYLAMINO]-3-(4-BROMOPHENYLAMINO)-2-CYANOACRYLATE

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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	UVAJSUFUVXKJBM-IWHJNQCMSA-N
Smiles	CCOC(=O)\C(=C(/N[C@H](C)c1ccccc1)\Nc2ccc(Br)cc2)\C#N
InChI	InChI=1S/C20H20BrN3O2/c1-3-26-20(25)18(13-22)19(24-17-11-9-16(21)10-12-17)23-14(2)15-7-5-4-6-8-15/h4-12,14,23-24H,3H2,1-2H3/b19-18+/t14-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C20H20BrN3O2
Molecular Weight	414.3
AlogP	4.6
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	8.0
Polar Surface Area	74.14
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	26.0

Assay Description	Organism	Bioactivity	Reference
Antiproliferative activity against Homo sapiens (human) A431 cells at 5 uM measured after 72 hr by MTT assay	Homo sapiens	16.1 %
Antiproliferative activity against Homo sapiens (human) PC3 cells at 5 uM measured after 72 hr by MTT assay	Homo sapiens	1.5 %
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition effect at 1500 g/ha sprayed to the stem and leaves after seed germination	Echinochloa crus-galli	0.0 %
Herbicidal activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition effect at 1500 g/ha sprayed soil immediately after seed planting	Echinochloa crus-galli	4.29 %
Herbicidal activity against Amaranthus retroflexus assessed as inhibition effect at 1500 g/ha sprayed to the stem and leaves after seed germination	Amaranthus retroflexus	0.0 %
Herbicidal activity against Amaranthus retroflexus assessed as inhibition effect at 1500 g/ha sprayed soil immediately after seed planting	Amaranthus retroflexus	0.0 %
Herbicidal activity against Brassica rapa subsp. oleifera assessed as inhibition effect at 1500 g/ha sprayed to the stem and leaves after seed germination	Brassica rapa subsp. oleifera	10.94 %
Herbicidal activity against Brassica rapa subsp. oleifera assessed as inhibition effect at 1500 g/ha sprayed soil immediately after seed planting	Brassica rapa subsp. oleifera	5.38 %
Antiviral activity against Tobacco mosaic virus (TMV) inoculated in whole leaves of Nicotiana tabacum L. assessed as curative effect measured as local lesion number at 500 mg/l after 3 to 4 days	Tobacco mosaic virus	12.3 %
Antiviral activity against Tobacco mosaic virus (TMV) inoculated in left side of Nicotiana tabacum L. leaves assessed as inhibition of local lesion number at 500 mg/l measured after 3 to 4 days	Tobacco mosaic virus	53.4 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2269612
PubChem	11546105

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).