Compound Detail

CHEMBL201511

MALEIMIDE

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COc1cc(C2=C(c3c[nH]c4ccccc34)C(=O)NC2=O)cc(OC)c1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL201511
Name	MALEIMIDE
Phase	Preclinical
Structure Type	MOL
InChI Key	CZGMEOAMQWAJOY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

378.4

MW (Da)

2.76

ALogP

HBA

HBD

89.7

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H18N2O5
MW	378.38
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	0.28

Activity Summary

IC50 58 meas. best 8.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.6	7.905	2.5	8
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	8.3	8.14	5.0	4
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	7.75	6.9175	18.0	4
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	7.26	7.26	55.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	7.15	6.3567	71.0	3
Focal adhesion kinase 1 CHEMBL2695	IC50	6.19	6.1	650.0	2
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	6.17	6.0233	680.0	3
Angiopoietin-1 receptor CHEMBL4128	IC50	6.13	5.7533	740.0	3
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	6.03	6.03	943.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	IC50	6.0	6.0	990.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	5.72	5.72	1900.0	1
Ephrin type-B receptor 4 CHEMBL5147	IC50	5.29	5.045	5100.0	2
Aurora kinase A CHEMBL4722	IC50	5.27	5.135	5400.0	2
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	5.16	5.0167	6967.0	3
Cyclin-dependent kinase 2 CHEMBL301	IC50	5.16	5.16	6900.0	1
Cyclin-dependent kinase 2/cyclin A CHEMBL2094128	IC50	5.09	5.09	8200.0	1
Cyclin-dependent kinase 4/cyclin D1 CHEMBL1907601	IC50	5.0	4.925	9900.0	2
Epidermal growth factor receptor CHEMBL203	IC50	4.99	4.7633	10133.0	3
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	4.88	4.5867	13100.0	3
Insulin receptor CHEMBL1981	IC50	4.8	4.72	16000.0	2
Aurora kinase B CHEMBL2185	IC50	4.77	4.685	17000.0	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	4.7	4.69	20000.0	2
Hepatocyte growth factor receptor CHEMBL3717	IC50	4.46	4.46	35000.0	1
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	4.4	4.4	40000.0	1
NUAK family SNF1-like kinase 1 CHEMBL5784	IC50	4.37	4.37	43000.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	4.03	4.03	93000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 2	IC50	=	2.5	nM	8.6	Inhibition of human VEGFR2	16480264
Vascular endothelial growth factor receptor 2	IC50	=	2.5	nM	8.6	Inhibition of human recombinant VEGFR2	18529047
Vascular endothelial growth factor receptor 2	IC50	=	2.5	nM	8.6	Inhibition of VEGFR2	18077363
Vascular endothelial growth factor receptor 2	IC50	=	2.5	nM	8.6	Inhibition of human VEGFR2	17149885
Vascular endothelial growth factor receptor 3	IC50	=	5.0	nM	8.3	Inhibition of human VEGFR3	17149885
Vascular endothelial growth factor receptor 3	IC50	=	5.0	nM	8.3	Inhibition of VEGFR3	18077363
Vascular endothelial growth factor receptor 3	IC50	=	5.0	nM	8.3	Inhibition of human recombinant VEGFR3	18529047
Receptor-type tyrosine-protein kinase FLT3	IC50	=	18.0	nM	7.75	Inhibition of FLT3	23088521
Vascular endothelial growth factor receptor 3	IC50	=	22.0	nM	7.66	Inhibition of VEGFR3 after 80 mins by radiometric protein kinase assay	20031417
Vascular endothelial growth factor receptor 2	IC50	=	26.0	nM	7.58	Inhibition of VEGFR2 after 80 mins by radiometric protein kinase assay	20031417
Vascular endothelial growth factor receptor 1	IC50	=	55.0	nM	7.26	Inhibition of VEGFR1 after 80 mins by radiometric protein kinase assay	20031417
Vascular endothelial growth factor receptor 2	IC50	=	70.0	nM	7.16	Inhibition of VEGFR2	23088521
Glycogen synthase kinase-3 beta	IC50	=	71.0	nM	7.15	Inhibition of GSK3beta	23088521
Vascular endothelial growth factor receptor 2	IC50	=	90.0	nM	7.05	Kinase Assay: The effect of test compounds on the activity of the protein kinase...	-
Vascular endothelial growth factor receptor 2	IC50	=	90.0	nM	7.05	Kinase Inhibition Assay: The effect of test compounds on the activity of the pro...	-
Receptor-type tyrosine-protein kinase FLT3	IC50	=	166.0	nM	6.78	Kinase Inhibition Assay: The effect of test compounds on the activity of the pro...	-
Receptor-type tyrosine-protein kinase FLT3	IC50	=	270.0	nM	6.57	Inhibition of human recombinant FLT3	18529047
Receptor-type tyrosine-protein kinase FLT3	IC50	=	270.0	nM	6.57	Kinase Assay: The effect of test compounds on the activity of the protein kinase...	-
Focal adhesion kinase 1	IC50	=	650.0	nM	6.19	Inhibition of human recombinant FAK	18529047
Platelet-derived growth factor receptor beta	IC50	=	680.0	nM	6.17	Inhibition of human recombinant PDGFRbeta	18529047

Literature References

PubMed	DOI	Target Context	# Activities
23088521	10.1021/jm301217c	MKN-45	11
20031417	10.1016/j.bmc.2009.12.004	Unchecked	9
23088521	10.1021/jm301217c	HT-29	6
16480264	10.1021/jm0580297	Vascular endothelial growth factor receptor 2	3
16480264	10.1021/jm0580297	Receptor tyrosine-protein kinase erbB-2	2
18529047	10.1021/jm8001185	NON-PROTEIN TARGET	2
23088521	10.1021/jm301217c	HUVEC	2
16480264	10.1021/jm0580297	Angiopoietin-1 receptor	2
16480264	10.1021/jm0580297	Epidermal growth factor receptor	2
16480264	10.1021/jm0580297	Protein kinase C iota type	2
16480264	10.1021/jm0580297	Protein kinase C gamma type	2
16480264	10.1021/jm0580297	Protein kinase C epsilon type	2
16480264	10.1021/jm0580297	Protein kinase C alpha type	2
16480264	10.1021/jm0580297	CDK6/cyclin D1	2
16480264	10.1021/jm0580297	Cyclin-dependent kinase 4/cyclin D1	2
16480264	10.1021/jm0580297	Cyclin-dependent kinase 1/cyclin B	2
16480264	10.1021/jm0580297	Cyclin-dependent kinase 2/cyclin E	2
16480264	10.1021/jm0580297	Gallus gallus	1
16480264	10.1021/jm0580297	Tubulin	1
17149885	10.1021/jm0609871	Receptor tyrosine-protein kinase erbB-2	1

Data from ChEMBL 36 via Core Engine