Compound Detail

CHEMBL466154

NORLICHEXANTHONE

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Cc1cc(O)cc2oc3cc(O)cc(O)c3c(=O)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL466154
Name	NORLICHEXANTHONE
Phase	Preclinical
Structure Type	MOL
InChI Key	AQZHBCDRWFMXIN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

258.2

MW (Da)

2.37

ALogP

HBA

HBD

90.9

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C14H10O5
MW	258.23
Aromatic Rings	3
Heavy Atoms	19
NP-Likeness	1.32

Activity Summary

IC50 14 meas. best 6.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	6.52	6.52	300.0	1
L5178Y CHEMBL614720	IC50	5.94	5.94	1160.0	1
Aurora kinase B CHEMBL2185	IC50	5.52	5.52	3000.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	4.93	4.93	11700.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	4.48	4.48	33300.0	1
NUAK family SNF1-like kinase 1 CHEMBL5784	IC50	4.48	4.48	33000.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	4.46	4.46	35000.0	1
RAW264.7 CHEMBL612557	IC50	4.45	4.45	35200.0	1
ALK tyrosine kinase receptor CHEMBL4247	IC50	4.38	4.38	41300.0	1
Serine/threonine-protein kinase N1 CHEMBL3384	IC50	4.26	4.26	54900.0	1
A2780 CHEMBL614004	IC50	4.17	4.15	68200.0	2
Serine/threonine-protein kinase PLK1 CHEMBL3024	IC50	4.12	4.12	75700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase pim-1	IC50	=	300.0	nM	6.52	Inhibition of recombinant PIM1 assessed as 33Pi incorporation after 60 mins by s...	21741249
L5178Y	IC50	=	1160.0	nM	5.94	Antiproliferative activity against mouse L5178Y cells after 24 hrs by MTT assay	21741249
Aurora kinase B	IC50	=	3000.0	nM	5.52	Inhibition of recombinant Aurora-b assessed as 33Pi incorporation after 60 mins ...	21741249
Vascular endothelial growth factor receptor 2	IC50	=	11700.0	nM	4.93	Inhibition of recombinant VEGF-R2 assessed as 33Pi incorporation after 60 mins b...	21741249
NUAK family SNF1-like kinase 1	IC50	=	33000.0	nM	4.48	Inhibition of recombinant ARK5 assessed as 33Pi incorporation after 60 mins by s...	21741249
Insulin-like growth factor 1 receptor	IC50	=	33300.0	nM	4.48	Inhibition of recombinant IGF1-R assessed as 33Pi incorporation after 60 mins by...	21741249
Proto-oncogene tyrosine-protein kinase Src	IC50	=	35000.0	nM	4.46	Inhibition of recombinant SRC assessed as 33Pi incorporation after 60 mins by sc...	21741249
RAW264.7	IC50	=	35200.0	nM	4.45	Antiinflammatory activity in mouse RAW 264.7 cells assessed as inhibition of LPS...	35007071
ALK tyrosine kinase receptor	IC50	=	41300.0	nM	4.38	Inhibition of recombinant ALK assessed as 33Pi incorporation after 60 mins by sc...	21741249
Serine/threonine-protein kinase N1	IC50	=	54900.0	nM	4.26	Inhibition of recombinant PRK1 assessed as 33Pi incorporation after 60 mins by s...	21741249
A2780	IC50	=	68200.0	nM	4.17	Antiproliferative activity against human A2780 cells after 24 hrs by MTT assay	21741249
A2780	IC50	=	74000.0	nM	4.13	Antiproliferative activity against human cisplatin resistant A2780 cells after 2...	21741249
Serine/threonine-protein kinase PLK1	IC50	=	75700.0	nM	4.12	Inhibition of recombinant PLK1 assessed as 33Pi incorporation after 60 mins by s...	21741249

Literature References

PubMed	DOI	Target Context	# Activities
12762814	10.1021/np020518b	Radical scavenging activity	4
12762814	10.1021/np020518b	NON-PROTEIN TARGET	2
21741249	10.1016/j.bmc.2011.06.013	A2780	2
35007071	10.1021/acs.jnatprod.1c00900	RAW264.7	1
21741249	10.1016/j.bmc.2011.06.013	Serine/threonine-protein kinase Nek2	1
21741249	10.1016/j.bmc.2011.06.013	Hepatocyte growth factor receptor	1
21741249	10.1016/j.bmc.2011.06.013	Dual specificity mitogen-activated protein kinase kinase 1	1
21741249	10.1016/j.bmc.2011.06.013	Insulin-like growth factor 1 receptor	1
21741249	10.1016/j.bmc.2011.06.013	Focal adhesion kinase 1	1
21741249	10.1016/j.bmc.2011.06.013	Tyrosine-protein kinase receptor UFO	1
21741249	10.1016/j.bmc.2011.06.013	Aurora kinase B	1
21741249	10.1016/j.bmc.2011.06.013	NUAK family SNF1-like kinase 1	1
21741249	10.1016/j.bmc.2011.06.013	ALK tyrosine kinase receptor	1
21741249	10.1016/j.bmc.2011.06.013	RAC-alpha serine/threonine-protein kinase	1
21741249	10.1016/j.bmc.2011.06.013	K562	1
21741249	10.1016/j.bmc.2011.06.013	L5178Y	1
12762814	10.1021/np020518b	Aspergillus pseudoglaucus	1
12762814	10.1021/np020518b	[Chlorella] fusca	1
12762814	10.1021/np020518b	Priestia megaterium	1
12762814	10.1021/np020518b	Human immunodeficiency virus type 1 reverse transcriptase	1

Data from ChEMBL 36 via Core Engine