N-((13AS,14S)-2,3,6-TRIMETHOXY-9,11,12,13,13A,14-HEXAHYDRODIBENZO[F,H]PYRROLO[1,2-B]ISOQUINOLIN-14-YL)PIVALAMIDE

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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	COZXUAWZBMHRDO-BKMJKUGQSA-N
Smiles	COc1ccc2c3CN4CCC[C@H]4[C@@H](NC(=O)C(C)(C)C)c3c5cc(OC)c(OC)cc5c2c1
InChI	InChI=1S/C28H34N2O4/c1-28(2,3)27(31)29-26-22-8-7-11-30(22)15-21-17-10-9-16(32-4)12-18(17)19-13-23(33-5)24(34-6)14-20(19)25(21)26/h9-10,12-14,22,26H,7-8,11,15H2,1-6H3,(H,29,31)/t22-,26+/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C28H34N2O4
Molecular Weight	462.58
AlogP	4.68
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	5.0
Polar Surface Area	60.03
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	34.0

Assay Description	Organism	Bioactivity	Reference
In vivo antiviral activity against Tobacco mosaic virus (TMV) inoculated right side of Nicotiana. tabacum L. leaves assessed as protection effect at 100 ug/mL preincubated 12 hr before viral challenge measured after 3 to 4 days	Tobacco mosaic virus	24.7 %
In vivo antiviral activity against Tobacco mosaic virus (TMV) inoculated right side of Nicotiana. tabacum L. leaves assessed as protection effect at 500 ug/mL preincubated 12 hr before viral challenge measured after 3 to 4 days	Tobacco mosaic virus	52.6 %
In vivo antiviral activity against Tobacco mosaic virus (TMV) pre-inoculated Nicotiana. tabacum L. leaves assessed as curative effect at 100 ug/mL measured after 3 to 4 days	Tobacco mosaic virus	31.4 %
In vivo antiviral activity against Tobacco mosaic virus (TMV) pre-inoculated Nicotiana. tabacum L. leaves assessed as curative effect at 500 ug/mL measured after 3 to 4 days	Tobacco mosaic virus	45.6 %
In vivo antiviral activity against Tobacco mosaic virus (TMV) inoculated left side of Nicotiana. tabacum L. leaves assessed as inactivation effect at 100 ug/mL co-incubated with virus measured after 3 to 4 days	Tobacco mosaic virus	23.6 %
In vivo antiviral activity against Tobacco mosaic virus (TMV) inoculated left side of Nicotiana. tabacum L. leaves assessed as inactivation effect at 500 ug/mL co-incubated with virus measured after 3 to 4 days	Tobacco mosaic virus	37.2 %
Antiviral activity against Tobacco mosaic virus (TMV) inoculated in 5-6 growth stage leaf assessed as inhibition effect at 100 ug/mL at 25 degC after 72 hr by half-leaf method	Tobacco mosaic virus	28.7 %
Antiviral activity against Tobacco mosaic virus (TMV) inoculated in 5-6 growth stage leaf assessed as inhibition effect at 500 ug/mL at 25 degC after 72 hr by half-leaf method	Tobacco mosaic virus	48.3 %

Cross References

Resources	Reference
ChEMBL	CHEMBL1958065
PubChem	57395709

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).