Compound Detail

CHEMBL185569

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Cc1cccc(NC(=O)Nc2ccc(-c3cccc4c3CNC4=O)cc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL185569
Phase	Preclinical
Structure Type	MOL
InChI Key	ZAARMHXLYCHRAK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

357.4

MW (Da)

4.55

ALogP

HBA

HBD

70.2

PSA (Å²)

0.64

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H19N3O2
MW	357.41
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-0.80

Activity Summary

Ki 34 meas. best 8.4

IC50 3 meas. best 7.01

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	8.4	8.4	4.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	8.1	8.1	7.9	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	7.7	7.7	19.9	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	7.6	7.6	25.1	1
Aurora kinase B CHEMBL2185	Ki	7.4	7.4	39.8	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	7.3	7.3	50.1	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	7.2	7.2	63.1	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.01	7.005	98.0	2
NT-3 growth factor receptor CHEMBL5608	Ki	7.0	7.0	100.0	1
Aurora kinase A CHEMBL4722	Ki	6.9	6.9	125.9	1
High affinity nerve growth factor receptor CHEMBL2815	Ki	6.8	6.8	158.5	1
NIH3T3 CHEMBL614822	IC50	6.57	6.57	270.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	6.5	6.5	316.2	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	6.5	6.5	316.2	1
Tyrosine-protein kinase ITK/TSK CHEMBL2959	Ki	6.5	6.5	316.2	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Ki	6.4	6.4	398.1	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	Ki	6.3	6.3	501.2	1
ALK tyrosine kinase receptor CHEMBL4247	Ki	6.3	6.3	501.2	1
Tyrosine-protein kinase Blk CHEMBL2250	Ki	6.2	6.2	631.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	6.2	6.2	631.0	1
Hepatocyte growth factor receptor CHEMBL3717	Ki	6.1	6.1	794.3	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	6.0	6.0	1000.0	1
Maternal embryonic leucine zipper kinase CHEMBL4578	Ki	5.9	5.9	1258.9	1
Casein kinase II subunit alpha CHEMBL3629	Ki	5.8	5.8	1584.9	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	5.8	5.8	1584.9	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	5.8	5.8	1584.9	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	5.8	5.8	1584.9	1
Ephrin type-A receptor 2 CHEMBL2068	Ki	5.7	5.7	1995.3	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	5.6	5.6	2511.9	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Ki	5.6	5.6	2511.9	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	5.4	5.4	3981.1	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	5.2	5.2	6309.6	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	5.2	5.2	6309.6	1
Serine/threonine-protein kinase D3 CHEMBL2595	Ki	5.2	5.2	6309.6	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	Ki	5.1	5.1	7943.3	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	Ki	5.1	5.1	7943.3	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 1	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	Ki	=	19.95	nM	7.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Proto-oncogene tyrosine-protein kinase receptor Ret	Ki	=	25.12	nM	7.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase B	Ki	=	39.81	nM	7.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase 2	Ki	=	50.12	nM	7.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Macrophage colony-stimulating factor 1 receptor	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	98.0	nM	7.01	Inhibition of Vascular endothelial growth factor receptor 2 (KDR)	15357981
Vascular endothelial growth factor receptor 2	IC50	=	100.0	nM	7.0	Inhibition of Vascular endothelial growth factor receptor 2 (KDR)	15357981
NT-3 growth factor receptor	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase A	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
High affinity nerve growth factor receptor	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
NIH3T3	IC50	=	270.0	nM	6.57	inhibitory activity of the Compound against NIH3T3 Cell lines	15357981
Serine/threonine-protein kinase PLK4	Ki	=	316.23	nM	6.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase ITK/TSK	Ki	=	316.23	nM	6.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 3	Ki	=	316.23	nM	6.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase kinase kinase kinase 4	Ki	=	398.11	nM	6.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
MAP kinase-interacting serine/threonine-protein kinase 2	Ki	=	501.19	nM	6.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
ALK tyrosine kinase receptor	Ki	=	501.19	nM	6.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Blk	Ki	=	630.96	nM	6.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
15357981	10.1016/j.bmcl.2004.06.041	Vascular endothelial growth factor receptor 2	2
15357981	10.1016/j.bmcl.2004.06.041	NIH3T3	1
15357981	10.1016/j.bmcl.2004.06.041	Vascular endothelial growth factor receptor 1 and 2 (Flt-1 and KDR)	1
15357981	10.1016/j.bmcl.2004.06.041	Vascular endothelial growth factor receptor 2 and 3 (KDR and Flt-4)	1
15357981	10.1016/j.bmcl.2004.06.041	VEGF-receptor 2 and stem cell growth factor receptor (KDR and KIT)	1
15357981	10.1016/j.bmcl.2004.06.041	Vascular endothelial growth factor receptor 2 and tyrosine-protein kinase TIE-2 (KDR and TIE2)	1
15357981	10.1016/j.bmcl.2004.06.041	VEGF-receptor 2 and PDGF-receptor beta (KDR and PDGFR beta)	1
15357981	10.1016/j.bmcl.2004.06.041	Unchecked	1

Data from ChEMBL 36 via Core Engine