Compound Detail

CHEMBL404367

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Cc1cccc(NC(=O)Nc2ccc(-c3cncc4c3c(N)nn4C)cc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL404367
Phase	Preclinical
Structure Type	MOL
InChI Key	GEGCXGMFUYJULA-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

372.4

MW (Da)

4.17

ALogP

HBA

HBD

97.9

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H20N6O
MW	372.43
Aromatic Rings	4
Heavy Atoms	28
NP-Likeness	-1.36

Activity Summary

Ki 54 meas. best 8.7

IC50 10 meas. best 8.74

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.74	8.54	1.8	6
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	8.7	8.7	2.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	8.7	8.7	2.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	8.6	8.6	2.5	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	8.4	8.4	4.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.4	8.4	4.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	8.3	8.3	5.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	8.15	8.15	7.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	8.15	8.15	7.0	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	Ki	7.9	7.9	12.6	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	7.6	7.6	25.1	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Ki	7.5	7.5	31.6	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	7.1	7.1	79.4	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	7.0	7.0	100.0	1
NT-3 growth factor receptor CHEMBL5608	Ki	7.0	7.0	100.0	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	6.9	6.9	125.9	1
Ribosomal protein S6 kinase alpha-4 CHEMBL3125	Ki	6.6	6.6	251.2	1
Aurora kinase B CHEMBL2185	Ki	6.5	6.5	316.2	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	6.5	6.5	316.2	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	6.4	6.4	398.1	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	6.4	6.4	398.1	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	6.4	6.4	398.1	1
Casein kinase I isoform gamma-2 CHEMBL2543	Ki	6.4	6.4	398.1	1
Hepatocyte growth factor receptor CHEMBL3717	Ki	6.3	6.3	501.2	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	6.2	6.2	631.0	1
Casein kinase I isoform delta CHEMBL2828	Ki	6.2	6.2	631.0	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	Ki	6.2	6.2	631.0	1
Casein kinase I isoform gamma-3 CHEMBL5084	Ki	6.1	6.1	794.3	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	6.1	6.1	794.3	1
Casein kinase I isoform gamma-1 CHEMBL2426	Ki	6.1	6.1	794.3	1
Tyrosine-protein kinase Blk CHEMBL2250	Ki	6.1	6.1	794.3	1
Ephrin type-A receptor 2 CHEMBL2068	Ki	6.1	6.1	794.3	1
Aurora kinase A CHEMBL4722	Ki	6.0	6.0	1000.0	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Ki	6.0	6.0	1000.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	5.9	5.9	1258.9	1
ALK tyrosine kinase receptor CHEMBL4247	Ki	5.9	5.9	1258.9	1
Mitogen-activated protein kinase 8 CHEMBL2276	Ki	5.8	5.8	1584.9	1
Megakaryocyte-associated tyrosine-protein kinase CHEMBL4175	Ki	5.8	5.8	1584.9	1
Mitogen-activated protein kinase 9 CHEMBL4179	Ki	5.8	5.8	1584.9	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	5.8	5.8	1584.9	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	Ki	5.8	5.8	1584.9	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	Ki	5.8	5.8	1584.9	1
Casein kinase I isoform alpha CHEMBL2793	Ki	5.8	5.8	1584.9	1
LIM domain kinase 1 CHEMBL3836	Ki	5.7	5.7	1995.3	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	5.7	5.7	1995.3	1
Dual specificity protein kinase CLK2 CHEMBL4225	Ki	5.7	5.7	1995.3	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	5.7	5.7	1995.3	1
Mitogen-activated protein kinase kinase kinase 20 CHEMBL3886	Ki	5.6	5.6	2511.9	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	Ki	5.6	5.6	2511.9	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	Ki	5.5	5.5	3162.3	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	9310.75	ng.hr.mL-1	Mus musculus
CL	12.7	mL.min-1.kg-1	Mus musculus
F	71.0	%	Mus musculus
T1/2	0.6	hr	Mus musculus
Vd	0.66	L.kg-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 2	IC50	=	1.8	nM	8.74	Inhibition of KDR (unknown origin) in cell-based assay	-
Vascular endothelial growth factor receptor 2	IC50	=	1.8	nM	8.74	Inhibition of KDR (unknown origin) in cell-based assay	-
Vascular endothelial growth factor receptor 2	IC50	=	1.8	nM	8.74	Inhibition of VEGF-induced human KDR phosphorylation in mouse 3T3 cells	18023347
Vascular endothelial growth factor receptor 1	Ki	=	1.995	nM	8.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Macrophage colony-stimulating factor 1 receptor	IC50	=	2.0	nM	8.7	Inhibition of CSF1R by HTRF assay	18023347
Receptor-type tyrosine-protein kinase FLT3	Ki	=	2.512	nM	8.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	IC50	=	4.0	nM	8.4	Inhibition of FLT3 by HTRF assay	18023347
Vascular endothelial growth factor receptor 3	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	4.6	nM	8.34	Inhibition of KDR by HTRF assay	18023347
Vascular endothelial growth factor receptor 2	IC50	=	4.6	nM	8.34	Inhibition of KDR kinase activity (unknown origin)	-
Vascular endothelial growth factor receptor 2	IC50	=	4.6	nM	8.34	Inhibition of KDR kinase activity (unknown origin)	-
Vascular endothelial growth factor receptor 2	Ki	=	5.012	nM	8.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 1	IC50	=	7.0	nM	8.15	Inhibition of FLT1 by HTRF assay	18023347
Mast/stem cell growth factor receptor Kit	IC50	=	7.0	nM	8.15	Inhibition of cKit by HTRF assay	18023347
Tyrosine-protein kinase receptor UFO	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Macrophage colony-stimulating factor 1 receptor	Ki	=	25.12	nM	7.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mast/stem cell growth factor receptor Kit	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase FRK	Ki	=	79.43	nM	7.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Homeodomain-interacting protein kinase 4	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
NT-3 growth factor receptor	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
18023347	10.1016/j.bmcl.2007.10.018	Mus musculus	6
-	10.1007/s00044-011-9926-4	Vascular endothelial growth factor receptor 2	4
18023347	10.1016/j.bmcl.2007.10.018	Vascular endothelial growth factor receptor 2	2
18023347	10.1016/j.bmcl.2007.10.018	Vascular endothelial growth factor receptor 1	1
18023347	10.1016/j.bmcl.2007.10.018	Receptor-type tyrosine-protein kinase FLT3	1
18023347	10.1016/j.bmcl.2007.10.018	Mast/stem cell growth factor receptor Kit	1
18023347	10.1016/j.bmcl.2007.10.018	Macrophage colony-stimulating factor 1 receptor	1
18023347	10.1016/j.bmcl.2007.10.018	Tyrosine-protein kinase Fyn	1
18023347	10.1016/j.bmcl.2007.10.018	Proto-oncogene tyrosine-protein kinase Src	1

Data from ChEMBL 36 via Core Engine