Compound Detail

CHEMBL2012519

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2012519
Phase	Preclinical
Structure Type	MOL
InChI Key	QXPNJMHRUZCEAP-UXBSLASESA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

364.4

MW (Da)

1.52

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	C19H24O7
MW	364.39
Aromatic Rings	1
Heavy Atoms	26
NP-Likeness	2.03

Activity Summary

IC50 29 meas. best 9.14

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	9.14	9.045	0.7	2
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.8	8.03	1.6	5
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.7	8.17	2.0	4
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	8.62	8.62	2.4	1
Unchecked CHEMBL612545	IC50	8.4	6.9	4.0	2
Dual specificity mitogen-activated protein kinase kinase 2 CHEMBL2964	IC50	8.09	7.955	8.2	2
MV4-11 CHEMBL613835	IC50	8.0	8.0	10.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	7.22	7.22	60.0	1
Activin receptor type-1-like CHEMBL5311	IC50	6.9	6.9	125.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	6.52	6.52	303.0	1
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	6.49	6.49	325.0	1
Dual specificity mitogen-activated protein kinase kinase 6 CHEMBL2171	IC50	6.41	6.41	388.2	1
MAP kinase-activated protein kinase 5 CHEMBL3094	IC50	6.19	6.19	640.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.12	5.665	750.0	2
ALK tyrosine kinase receptor CHEMBL4247	IC50	6.12	6.12	763.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	IC50	6.02	6.02	950.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.93	5.93	1180.0	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	5.39	5.39	4100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 3	IC50	=	0.73	nM	9.14	Inhibition of human VEGFR3 using poly[Glu:Tyr] (4:1) substrate and [gamma-33P]-A...	31513411
Vascular endothelial growth factor receptor 3	IC50	=	1.13	nM	8.95	Inhibition of human FLT4 using poly[Glu:Tyr] (4:1) as substrate in presence of [...	28103025
Receptor-type tyrosine-protein kinase FLT3	IC50	=	1.59	nM	8.8	Inhibition of human FLT3 using EAIYAAPFAKKK peptide as substrate in presence of ...	28103025
Receptor-type tyrosine-protein kinase FLT3	IC50	=	1.8	nM	8.74	Inhibition of human FLT3 using EAIYAAPFAKKK substrate and [gamma-33P]-ATP by rad...	31513411
Vascular endothelial growth factor receptor 2	IC50	=	2.0	nM	8.7	Inhibition of VEGFR2 by TR-FRET based LanthaScreen assay	24900250
Platelet-derived growth factor receptor alpha	IC50	=	2.38	nM	8.62	Inhibition of PDGFRalpha V561D mutant by TR-FRET based LanthaScreen assay	24900250
Vascular endothelial growth factor receptor 2	IC50	=	2.9	nM	8.54	Inhibition of human VEGFR2 using poly[Glu:Tyr] (4:1) substrate and [gamma-33P]-A...	31513411
Unchecked	IC50	=	4.0	nM	8.4	Inhibition of MAPK	19394221
Vascular endothelial growth factor receptor 2	IC50	=	6.34	nM	8.2	Inhibition of human KDR using poly[Glu:Tyr] (4:1) as substrate in presence of [g...	28103025
Dual specificity mitogen-activated protein kinase kinase 2	IC50	=	8.16	nM	8.09	Inhibition of human MEK2 using ERK2 as substrate in presence of [gamma-33P]-ATP ...	28103025
MV4-11	IC50	=	10.0	nM	8.0	Antiproliferative activity against human MV4-11 cells after 72 hrs by luminescen...	25456387
Receptor-type tyrosine-protein kinase FLT3	IC50	=	11.0	nM	7.96	Inhibition of recombinant FLT3 D835Y mutant (unknown origin) by TR-FRET assay	25456387
Dual specificity mitogen-activated protein kinase kinase 2	IC50	=	15.0	nM	7.82	Inhibition of MEK2 by TR-FRET based LanthaScreen assay	24900250
Receptor-type tyrosine-protein kinase FLT3	IC50	=	36.0	nM	7.44	Inhibition of recombinant FLT3 ITD mutant (unknown origin) by RBC kinase assay	25456387
Vascular endothelial growth factor receptor 2	IC50	=	57.0	nM	7.24	Inhibition of VEGFR2 autophosphorylation by cell based assay	24900250
MAP kinase-interacting serine/threonine-protein kinase 2	IC50	=	60.0	nM	7.22	Inhibition of GST-tagged MNK2 (unknown origin) expressed in Escherichia coli BL2...	33892273
Receptor-type tyrosine-protein kinase FLT3	IC50	=	62.0	nM	7.21	Inhibition of recombinant FLT3 (unknown origin) by TR-FRET assay	25456387
Activin receptor type-1-like	IC50	=	125.0	nM	6.9	Inhibition of human ALK1 using casein as substrate in presence of [gamma-33P]-AT...	28103025
Mast/stem cell growth factor receptor Kit	IC50	=	303.0	nM	6.52	Inhibition of cKIT by TR-FRET based LanthaScreen assay	24900250
MAP kinase-interacting serine/threonine-protein kinase 1	IC50	=	325.0	nM	6.49	Inhibition of GST-tagged MNK1 (unknown origin) expressed in Escherichia coli BL2...	33892273

Literature References

PubMed	DOI	Target Context	# Activities
28103025	10.1021/acs.jmedchem.6b01679	Activin receptor type-1-like	6
25456387	10.1016/j.bmc.2014.10.006	Receptor-type tyrosine-protein kinase FLT3	3
24900250	10.1021/ml1001807	Unchecked	3
25456387	10.1016/j.bmc.2014.10.006	NON-PROTEIN TARGET	3
31513411	10.1021/acs.jmedchem.9b01025	Vascular endothelial growth factor receptor 3	2
25456387	10.1016/j.bmc.2014.10.006	MV4-11	2
28103025	10.1021/acs.jmedchem.6b01679	TGF-beta receptor type-1	2
31513411	10.1021/acs.jmedchem.9b01025	Vascular endothelial growth factor receptor 2	2
28103025	10.1021/acs.jmedchem.6b01679	Dual specificity mitogen-activated protein kinase kinase 6	2
31513411	10.1021/acs.jmedchem.9b01025	Receptor-type tyrosine-protein kinase FLT3	2
24900250	10.1021/ml1001807	Vascular endothelial growth factor receptor 2	2
24900250	10.1021/ml1001807	Platelet-derived growth factor receptor alpha	1
32652407	10.1016/j.ejmech.2020.112502	Unchecked	1
24900250	10.1021/ml1001807	Non-receptor tyrosine-protein kinase TYK2	1
24900250	10.1021/ml1001807	Proto-oncogene tyrosine-protein kinase receptor Ret	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	Mast/stem cell growth factor receptor Kit	1
24900250	10.1021/ml1001807	Ephrin type-B receptor 4	1
24900250	10.1021/ml1001807	ALK tyrosine kinase receptor	1

Data from ChEMBL 36 via Core Engine