Compound Detail

CHEMBL1668411

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COc1cc(O)c2c(c1)/C=C/C[C@@H](O)[C@H](O)C(=O)/C=C\C[C@H](C)OC2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1668411
Phase	Preclinical
Structure Type	MOL
InChI Key	NEQZWEXWOFPKOT-JADIVCKYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

362.4

MW (Da)

1.60

ALogP

HBA

HBD

113.3

PSA (Å²)

0.65

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	C19H22O7
MW	362.38
Aromatic Rings	1
Heavy Atoms	26
NP-Likeness	2.01

Activity Summary

IC50 14 meas. best 9.62

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	9.62	9.62	0.2	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	9.31	9.31	0.5	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	9.3	9.3	0.5	1
Dual specificity mitogen-activated protein kinase kinase 1 CHEMBL3587	IC50	8.7	8.7	2.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.31	8.31	4.9	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	8.02	8.02	9.6	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	7.92	7.92	12.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	7.39	7.39	41.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	IC50	5.89	5.89	1300.0	1
Mitogen-activated protein kinase 3 CHEMBL3385	IC50	5.85	5.85	1400.0	1
Glycogen synthase kinase-3 alpha CHEMBL2850	IC50	5.72	5.72	1900.0	1
Jurkat CHEMBL397	IC50	5.26	5.21	5500.0	2
Glycogen synthase kinase-3 beta CHEMBL262	IC50	4.75	4.75	18000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Platelet-derived growth factor receptor alpha	IC50	=	0.24	nM	9.62	Inhibition of human recombinant PDGFRalpha in cell free system after 60 mins	21273066
Vascular endothelial growth factor receptor 2	IC50	=	0.49	nM	9.31	Inhibition of human recombinant VEGFR2 expressed in Sf9 cells after 60 mins	21273066
Vascular endothelial growth factor receptor 3	IC50	=	0.5	nM	9.3	Inhibition of human recombinant VEGFR3 in cell free system after 90 mins	21273066
Dual specificity mitogen-activated protein kinase kinase 1	IC50	=	2.0	nM	8.7	Inhibition of human recombinant MEK1 expressed in insect cells after 20 mins	21273066
Receptor-type tyrosine-protein kinase FLT3	IC50	=	4.9	nM	8.31	Inhibition of human recombinant FLT-3 kinase expressed in insect cells after 90 ...	21273066
Mast/stem cell growth factor receptor Kit	IC50	=	9.6	nM	8.02	Inhibition of human recombinant c-kit kinase in cell free system after 30 mins	21273066
Vascular endothelial growth factor receptor 1	IC50	=	12.0	nM	7.92	Inhibition of human recombinant VEGFR1 expressed in Sf9 cells after 10 mins	21273066
Platelet-derived growth factor receptor beta	IC50	=	41.0	nM	7.39	Inhibition of human recombinant PDGFRbeta expressed in insect cells after 30 min...	21273066
Mitogen-activated protein kinase 1	IC50	=	1300.0	nM	5.89	Inhibition of human recombinant ERK2 expressed in E.coli after 15 mins	21273066
Mitogen-activated protein kinase 3	IC50	=	1400.0	nM	5.85	Inhibition of human recombinant ERK1 expressed in E.coli after 30 mins	21273066
Glycogen synthase kinase-3 alpha	IC50	=	1900.0	nM	5.72	Inhibition of human recombinant GSK3alpha in cell free system after 60 mins	21273066
Jurkat	IC50	=	5500.0	nM	5.26	Antiproliferative activity against human Jurkat cells after 48 hrs by celltiter ...	21273066
Jurkat	IC50	=	7000.0	nM	5.16	Antiproliferative activity against human Jurkat cells after 24 hrs by celltiter ...	21273066
Glycogen synthase kinase-3 beta	IC50	=	18000.0	nM	4.75	Inhibition of human recombinant GSK3-beta in cell free system after 90 mins	21273066

Literature References

PubMed	DOI	Target Context	# Activities
21273066	10.1016/j.bmcl.2010.12.100	Jurkat	2
21273066	10.1016/j.bmcl.2010.12.100	Receptor-type tyrosine-protein kinase FLT3	1
21273066	10.1016/j.bmcl.2010.12.100	Mitogen-activated protein kinase 3	1
21273066	10.1016/j.bmcl.2010.12.100	Vascular endothelial growth factor receptor 1	1
21273066	10.1016/j.bmcl.2010.12.100	Mitogen-activated protein kinase 7	1
21273066	10.1016/j.bmcl.2010.12.100	Platelet-derived growth factor receptor beta	1
21273066	10.1016/j.bmcl.2010.12.100	Mitogen-activated protein kinase 1	1
21273066	10.1016/j.bmcl.2010.12.100	Mast/stem cell growth factor receptor Kit	1
21273066	10.1016/j.bmcl.2010.12.100	Platelet-derived growth factor receptor alpha	1
21273066	10.1016/j.bmcl.2010.12.100	Vascular endothelial growth factor receptor 3	1
21273066	10.1016/j.bmcl.2010.12.100	Glycogen synthase kinase-3 alpha	1
21273066	10.1016/j.bmcl.2010.12.100	Glycogen synthase kinase-3 beta	1
21273066	10.1016/j.bmcl.2010.12.100	Vascular endothelial growth factor receptor 2	1
21273066	10.1016/j.bmcl.2010.12.100	Dual specificity mitogen-activated protein kinase kinase 1	1

Data from ChEMBL 36 via Core Engine