Compound Detail

CHEMBL271381

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COc1ccc(-c2ccc(NC(=O)Nc3cccc(Br)c3)cc2)c2c(N)noc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL271381
Phase	Preclinical
Structure Type	MOL
InChI Key	PUPCRRRSBUYJAD-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

453.3

MW (Da)

5.49

ALogP

HBA

HBD

102.4

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H17BrN4O3
MW	453.30
Aromatic Rings	4
Heavy Atoms	29
NP-Likeness	-0.95

Activity Summary

Ki 55 meas. best 8.3

IC50 4 meas. best 8.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
NT-3 growth factor receptor CHEMBL5608	Ki	8.3	8.3	5.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.1	7.96	8.0	2
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	8.0	8.0	10.0	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	Ki	7.8	7.8	15.8	1
ALK tyrosine kinase receptor CHEMBL4247	Ki	7.8	7.8	15.8	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	7.8	7.8	15.8	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	7.8	7.8	15.8	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	7.8	7.8	16.0	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	7.7	7.7	19.9	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	7.64	7.64	23.0	1
Focal adhesion kinase 1 CHEMBL2695	Ki	7.6	7.6	25.1	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	7.5	7.5	31.6	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	7.3	7.3	50.1	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	7.1	7.1	79.4	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Ki	6.9	6.9	125.9	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	6.9	6.9	125.9	1
Tyrosine-protein kinase Blk CHEMBL2250	Ki	6.9	6.9	125.9	1
Aurora kinase A CHEMBL4722	Ki	6.9	6.9	125.9	1
Ribosomal protein S6 kinase alpha-4 CHEMBL3125	Ki	6.8	6.8	158.5	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	6.8	6.8	158.5	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	6.8	6.8	158.5	1
Tyrosine-protein kinase Fer CHEMBL3982	Ki	6.8	6.8	158.5	1
Protein-tyrosine kinase 2-beta CHEMBL5469	Ki	6.7	6.7	199.5	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	6.6	6.6	251.2	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	Ki	6.5	6.5	316.2	1
Tyrosine-protein kinase Fyn CHEMBL1841	Ki	6.5	6.5	316.2	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	6.5	6.5	316.2	1
Aurora kinase B CHEMBL2185	Ki	6.5	6.5	316.2	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	6.5	6.5	316.2	1
Serine/threonine-protein kinase PLK3 CHEMBL4897	Ki	6.4	6.4	398.1	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	6.4	6.4	398.1	1
Ephrin type-A receptor 2 CHEMBL2068	Ki	6.4	6.4	398.1	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	6.3	6.3	501.2	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	Ki	6.3	6.3	501.2	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Ki	6.2	6.2	631.0	1
Megakaryocyte-associated tyrosine-protein kinase CHEMBL4175	Ki	6.2	6.2	631.0	1
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Ki	6.2	6.2	631.0	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	6.2	6.2	631.0	1
Tyrosine-protein kinase BTK CHEMBL5251	Ki	6.2	6.2	631.0	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	Ki	6.2	6.2	631.0	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Ki	6.1	6.1	794.3	1
Dual specificity protein kinase CLK2 CHEMBL4225	Ki	6.1	6.1	794.3	1
Tyrosine-protein kinase Fes/Fps CHEMBL5455	Ki	6.0	6.0	1000.0	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	6.0	6.0	1000.0	1
High affinity nerve growth factor receptor CHEMBL2815	Ki	6.0	6.0	1000.0	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Ki	5.9	5.9	1258.9	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	Ki	5.9	5.9	1258.9	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Ki	5.9	5.9	1258.9	1
Tyrosine-protein kinase SYK CHEMBL2599	Ki	5.9	5.9	1258.9	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	5.9	5.9	1258.9	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	6255.54	ng.hr.mL-1	Mus musculus
CL	18.33	mL.min-1.kg-1	Mus musculus
F	71.0	%	Mus musculus
T1/2	1.9	hr	Mus musculus
Vd	3.1	L.kg-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
NT-3 growth factor receptor	Ki	=	5.012	nM	8.3	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
Vascular endothelial growth factor receptor 1	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	15.0	nM	7.82	Inhibition of human KDR phosphorylation in mouse NIH3T3 cells by ELISA	18260617
Receptor-type tyrosine-protein kinase FLT3	IC50	=	16.0	nM	7.8	Inhibition of FLT3 by HTRF assay	18260617
ALK tyrosine kinase receptor	Ki	=	15.85	nM	7.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase receptor UFO	Ki	=	15.85	nM	7.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Proto-oncogene tyrosine-protein kinase receptor Ret	Ki	=	15.85	nM	7.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Homeodomain-interacting protein kinase 4	Ki	=	15.85	nM	7.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase FRK	Ki	=	19.95	nM	7.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mast/stem cell growth factor receptor Kit	IC50	=	23.0	nM	7.64	Inhibition of KIT by HTRF assay	18260617
Focal adhesion kinase 1	Ki	=	25.12	nM	7.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase kinase kinase kinase 5	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	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	=	79.43	nM	7.1	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...	-
Tyrosine-protein kinase Blk	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mast/stem cell growth factor receptor Kit	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Fer	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
18260617	10.1021/jm701096v	Mus musculus	6
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
18260617	10.1021/jm701096v	HT-1080	1

Data from ChEMBL 36 via Core Engine