Compound Detail

CHEMBL272453

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COc1ccc(NC(=O)Nc2ccc(-c3cccc4onc(N)c34)cc2)cc1Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL272453
Phase	Preclinical
Structure Type	MOL
InChI Key	BHSOPYVVEZFHDB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

408.9

MW (Da)

5.38

ALogP

HBA

HBD

102.4

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H17ClN4O3
MW	408.85
Aromatic Rings	4
Heavy Atoms	29
NP-Likeness	-1.10

Activity Summary

Ki 28 meas. best 9.4

IC50 4 meas. best 8.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	9.4	9.4	0.4	1
Serine/threonine-protein kinase NLK CHEMBL5364	Ki	8.4	8.4	4.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.1	8.1	8.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	8.1	8.1	7.9	1
Aurora kinase B CHEMBL2185	Ki	8.1	8.1	7.9	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	8.1	8.1	7.9	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.1	7.77	8.0	2
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	7.9	7.9	12.6	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	7.62	7.62	24.0	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	7.5	7.5	31.6	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	7.2	7.2	63.1	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	Ki	7.1	7.1	79.4	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	6.9	6.9	125.9	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	6.8	6.8	158.5	1
Tyrosine-protein kinase Blk CHEMBL2250	Ki	6.8	6.8	158.5	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	6.7	6.7	199.5	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Ki	6.7	6.7	199.5	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	6.5	6.5	316.2	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Ki	6.5	6.5	316.2	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	6.1	6.1	794.3	1
Tyrosine-protein kinase Fer CHEMBL3982	Ki	6.1	6.1	794.3	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	6.1	6.1	794.3	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	6.1	6.1	794.3	1
Aurora kinase A CHEMBL4722	Ki	6.0	6.0	1000.0	1
Serine/threonine-protein kinase PLK3 CHEMBL4897	Ki	5.9	5.9	1258.9	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	5.9	5.9	1258.9	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	Ki	5.8	5.8	1584.9	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	Ki	5.8	5.8	1584.9	1
High affinity nerve growth factor receptor CHEMBL2815	Ki	5.8	5.8	1584.9	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	5.7	5.7	1995.3	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	5.3	5.3	5011.9	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 1	Ki	=	0.3981	nM	9.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase NLK	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase B	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	8.0	nM	8.1	Inhibition of KDR by HTRF assay	18260617
Ribosomal protein S6 kinase beta-1	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Proto-oncogene tyrosine-protein kinase receptor Ret	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	IC50	=	8.0	nM	8.1	Inhibition of FLT3 by HTRF assay	18260617
Homeodomain-interacting protein kinase 4	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mast/stem cell growth factor receptor Kit	IC50	=	24.0	nM	7.62	Inhibition of KIT by HTRF assay	18260617
Rho-associated protein kinase 2	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	36.0	nM	7.44	Inhibition of human KDR phosphorylation in mouse NIH3T3 cells by ELISA	18260617
Mitogen-activated protein kinase kinase kinase kinase 5	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Ribosomal protein S6 kinase alpha-5	Ki	=	79.43	nM	7.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 3	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Macrophage colony-stimulating factor 1 receptor	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Blk	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mast/stem cell growth factor receptor Kit	Ki	=	199.53	nM	6.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase 1	Ki	=	199.53	nM	6.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase FRK	Ki	=	316.23	nM	6.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Homeodomain-interacting protein kinase 2	Ki	=	316.23	nM	6.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
18260617	10.1021/jm701096v	Vascular endothelial growth factor receptor 2	2
18260617	10.1021/jm701096v	Mast/stem cell growth factor receptor Kit	1
18260617	10.1021/jm701096v	Receptor-type tyrosine-protein kinase FLT3	1

Data from ChEMBL 36 via Core Engine