1,2,3-TRIMETHOXY-4-((1S,6R)-6-NITROCYCLOHEX-3-ENYL)BENZENE

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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	IADWXJSJTYDJAJ-CMPLNLGQSA-N
Smiles	COc1ccc([C@@H]2CC=CC[C@H]2[N+](=O)[O-])c(OC)c1OC
InChI	InChI=1S/C15H19NO5/c1-19-13-9-8-11(14(20-2)15(13)21-3)10-6-4-5-7-12(10)16(17)18/h4-5,8-10,12H,6-7H2,1-3H3/t10-,12+/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C15H19NO5
Molecular Weight	293.32
AlogP	3.01
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	5.0
Polar Surface Area	73.51
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	21.0

Assay Description	Organism	Bioactivity	Reference
Antitumor activity against Homo sapiens (human) HCT116 cells	Homo sapiens	71000.0 nM		Antitumor activity against Homo sapiens (human) HCT116 cells	Homo sapiens	79000.0 nM		Antitumor activity against Homo sapiens (human) HCT116 cells	Homo sapiens	85000.0 nM
Displacement of [3H]colchicine from Bos taurus (bovine) brain tubulin by competition assay	Bos taurus	None
Inhibition of Bos taurus (bovine) brain tubulin polymerization	Bos taurus	100000.0 nM		Inhibition of Bos taurus (bovine) brain tubulin polymerization	Bos taurus	100000.0 nM		Inhibition of Bos taurus (bovine) brain tubulin polymerization	Bos taurus	100000.0 nM
Ratio of colchicine EC50 to compound EC50 for Nicotiana tabacum (tobacco) root growth inhibition	Nicotiana tabacum	3.0
Inhibition of Bos taurus (bovine) brain tubulin polymerization at 200 uM	Bos taurus	None
Mitotic arrest in Nicotiana tabacum (tobacco) root suspension-cultured cells assessed as accumulation of cells in metaphase by cytological staining assay	Nicotiana tabacum	None
Inhibition of Nicotiana tabacum (tobacco) root growth assessed as inhibition of root elongation	Nicotiana tabacum	1960.0 nM		Inhibition of Nicotiana tabacum (tobacco) root growth assessed as inhibition of root elongation	Nicotiana tabacum	100.0 nM		Inhibition of Nicotiana tabacum (tobacco) root growth assessed as inhibition of root elongation	Nicotiana tabacum	270.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL2288594

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).