Compound Detail

CHEMBL1651523

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1651523
Phase	Preclinical
Structure Type	MOL
InChI Key	JWTUFAOHKVRJNA-HKBVPSITSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

332.4

MW (Da)

3.58

ALogP

HBA

HBD

72.8

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H24O5
MW	332.40
Aromatic Rings	1
Heavy Atoms	24
NP-Likeness	1.59

Activity Summary

IC50 13 meas. best 7.02

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	7.02	6.69	95.0	2
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.77	6.52	170.0	2
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.07	6.07	850.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	5.92	5.92	1200.0	1
ALK tyrosine kinase receptor CHEMBL4247	IC50	5.46	5.46	3500.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	5.39	5.39	4100.0	1
Dual specificity mitogen-activated protein kinase kinase 2 CHEMBL2964	IC50	5.17	5.17	6840.0	1
Jurkat CHEMBL397	IC50	4.96	4.77	11000.0	2
Dual specificity mitogen-activated protein kinase kinase 1 CHEMBL3587	IC50	4.77	4.77	17000.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	4.38	4.38	42000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Platelet-derived growth factor receptor alpha	IC50	=	95.0	nM	7.02	Inhibition of PDGFRalpha V561D mutant by TR-FRET based LanthaScreen assay	24900250
Vascular endothelial growth factor receptor 2	IC50	=	170.0	nM	6.77	Inhibition of VEGFR2 by TR-FRET based LanthaScreen assay	24900250
Platelet-derived growth factor receptor alpha	IC50	=	440.0	nM	6.36	Inhibition of human recombinant PDGFRalpha in cell free system after 60 mins	21273066
Vascular endothelial growth factor receptor 2	IC50	=	540.0	nM	6.27	Inhibition of human recombinant VEGFR2 expressed in Sf9 cells after 60 mins	21273066
Receptor-type tyrosine-protein kinase FLT3	IC50	=	850.0	nM	6.07	Inhibition of human recombinant FLT-3 kinase expressed in insect cells after 90 ...	21273066
Vascular endothelial growth factor receptor 3	IC50	=	1200.0	nM	5.92	Inhibition of human recombinant VEGFR3 in cell free system after 90 mins	21273066
ALK tyrosine kinase receptor	IC50	=	3500.0	nM	5.46	Inhibition of ALK by TR-FRET based LanthaScreen assay	24900250
Mast/stem cell growth factor receptor Kit	IC50	=	4100.0	nM	5.39	Inhibition of human recombinant c-kit kinase in cell free system after 30 mins	21273066
Dual specificity mitogen-activated protein kinase kinase 2	IC50	=	6840.0	nM	5.17	Inhibition of MEK2 by TR-FRET based LanthaScreen assay	24900250
Jurkat	IC50	=	11000.0	nM	4.96	Antiproliferative activity against human Jurkat cells after 48 hrs by celltiter ...	21273066
Dual specificity mitogen-activated protein kinase kinase 1	IC50	=	17000.0	nM	4.77	Inhibition of human recombinant MEK1 expressed in insect cells after 20 mins	21273066
Jurkat	IC50	=	26000.0	nM	4.58	Antiproliferative activity against human Jurkat cells after 24 hrs by celltiter ...	21273066
Platelet-derived growth factor receptor beta	IC50	=	42000.0	nM	4.38	Inhibition of human recombinant PDGFRbeta expressed in insect cells after 30 min...	21273066

Literature References

PubMed	DOI	Target Context	# Activities
21273066	10.1016/j.bmcl.2010.12.100	Jurkat	2
24900250	10.1021/ml1001807	Non-receptor tyrosine-protein kinase TYK2	1
21273066	10.1016/j.bmcl.2010.12.100	Dual specificity mitogen-activated protein kinase kinase 1	1
21273066	10.1016/j.bmcl.2010.12.100	Vascular endothelial growth factor receptor 2	1
21273066	10.1016/j.bmcl.2010.12.100	Vascular endothelial growth factor receptor 3	1
21273066	10.1016/j.bmcl.2010.12.100	Receptor-type tyrosine-protein kinase FLT3	1
21273066	10.1016/j.bmcl.2010.12.100	Platelet-derived growth factor receptor beta	1
21273066	10.1016/j.bmcl.2010.12.100	Platelet-derived growth factor receptor alpha	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	Vascular endothelial growth factor receptor 1	1
24900250	10.1021/ml1001807	Vascular endothelial growth factor receptor 2	1
24900250	10.1021/ml1001807	ALK tyrosine kinase receptor	1
24900250	10.1021/ml1001807	Proto-oncogene tyrosine-protein kinase receptor Ret	1
24900250	10.1021/ml1001807	Platelet-derived growth factor receptor alpha	1
24900250	10.1021/ml1001807	MAP kinase-interacting serine/threonine-protein kinase 2	1
24900250	10.1021/ml1001807	MAP kinase-activated protein kinase 5	1
24900250	10.1021/ml1001807	Dual specificity mitogen-activated protein kinase kinase 2	1
24900250	10.1021/ml1001807	Tyrosine-protein kinase Lck	1
24900250	10.1021/ml1001807	Mast/stem cell growth factor receptor Kit	1
24900250	10.1021/ml1001807	Ephrin type-B receptor 4	1

Data from ChEMBL 36 via Core Engine