Compound Detail

CHEMBL101253

VATALANIB

🧪 Phase III

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🧪 Phase III

Clc1ccc(Nc2nnc(Cc3ccncc3)c3ccccc23)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL101253
Name	VATALANIB
Phase	Phase III
Structure Type	MOL
InChI Key	YCOYDOIWSSHVCK-UHFFFAOYSA-N

Known Names

BAY-86-5127 CGP-79787 K-222584 NVP-PTK787 Ptk-787 PTK787 Vatalanib Vatalanib succinate ZK-222584 ZK222584

Targets

132

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

346.8

MW (Da)

5.01

ALogP

HBA

HBD

50.7

PSA (Å²)

0.56

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem	-anib
USAN Year	2004

Extended Properties

Molecular Formula	C20H15ClN4
MW	346.82
Aromatic Rings	4
Heavy Atoms	25
NP-Likeness	-1.18

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Stem cell growth factor receptor inhibitor	INHIBITOR	Mast/stem cell growth factor receptor Kit	✓	✓
Platelet-derived growth factor receptor inhibitor	INHIBITOR	Platelet-derived growth factor receptor	✓	✓
Vascular endothelial growth factor receptor inhibitor	INHIBITOR	Vascular endothelial growth factor receptor	✓	✓
Macrophage colony stimulating factor receptor inhibitor	INHIBITOR	Macrophage colony-stimulating factor 1 receptor	✓	✓

Indications

Colonic Neoplasms Rectal Neoplasms Breast Neoplasms Breast Neoplasms Carcinoma, Non-Small-Cell Lung Lymphoma, Large B-Cell, Diffuse Melanoma Melanoma Mesothelioma Multiple Myeloma Neoplasms Neoplasms Neuroendocrine Tumors Prostatic Neoplasms, Castration-Resistant Sarcoma von Hippel-Lindau Disease Central Nervous System Neoplasms Endometrial Neoplasms Fallopian Tube Neoplasms Glioblastoma

Activity Summary

IC50 80 meas. best 8.0

Kd 42 meas. best 8.29

Ki 10 meas. best 7.9

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mast/stem cell growth factor receptor Kit CHEMBL1936	Kd	8.29	7.4322	5.1	9
Vascular endothelial growth factor receptor 1 CHEMBL1868	Kd	8.02	8.02	9.6	2
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.0	7.2388	10.0	32
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	7.9	7.9	12.6	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Kd	7.75	7.55	18.0	2
Platelet-derived growth factor receptor beta CHEMBL1913	Kd	7.6	6.95	25.0	4
HUVEC CHEMBL613979	IC50	7.48	7.48	33.0	2
Mast/stem cell growth factor receptor Kit CHEMBL1936	Ki	7.4	7.4	39.8	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	7.27	6.8983	54.0	12
Vascular endothelial growth factor receptor 2 CHEMBL279	Kd	7.21	7.1933	62.0	3
Platelet-derived growth factor receptor beta CHEMBL1913	Ki	7.1	7.1	79.4	1
Platelet-derived growth factor receptor alpha CHEMBL2007	Kd	7.02	7.02	96.0	2
Vascular endothelial growth factor receptor CHEMBL2095227	IC50	7.0	7.0	100.0	1
Unchecked CHEMBL612545	IC50	6.96	5.1677	110.9	13
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	6.8	6.8	158.5	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Kd	6.72	6.56	190.0	3
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	6.71	6.71	195.0	1
Danio rerio CHEMBL613963	IC50	6.64	6.64	230.0	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	6.57	6.57	270.0	2
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	6.5	6.5	316.2	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	6.5	6.5	316.2	1
Epidermal growth factor receptor CHEMBL203	IC50	6.34	6.34	457.7	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	6.31	6.31	490.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	6.14	5.1786	730.0	7
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	6.0	6.0	1000.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	Ki	5.9	5.9	1258.9	1
Cyclin-dependent kinase 19 CHEMBL6002	Kd	5.82	5.82	1500.0	1
Tyrosine-protein kinase FRK CHEMBL4223	Kd	5.75	5.75	1800.0	2
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	5.72	5.72	1900.0	1
Protein-tyrosine kinase 6 CHEMBL4601	Kd	5.62	5.6033	2400.0	3
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	5.5	5.5	3162.3	1
Mitogen-activated protein kinase kinase kinase 20 CHEMBL3886	Kd	5.36	5.36	4400.0	2
Cyclin-dependent kinase 8 CHEMBL5719	Kd	5.35	5.35	4500.0	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	5.2	5.2	6309.6	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	5.12	5.12	7600.0	2
Citron Rho-interacting kinase CHEMBL5579	Kd	5.06	5.06	8800.0	2
EA.hy 926 CHEMBL4296410	IC50	4.7	4.675	19980.0	2
HLA class I histocompatibility antigen, A alpha chain CHEMBL2632	Kd	4.67	4.67	21200.0	1
A549 CHEMBL392	IC50	4.67	4.67	21160.0	2
HT-29 CHEMBL384	IC50	4.66	4.66	22110.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.6	4.6	25000.0	1
MDA-MB-231 CHEMBL400	IC50	4.24	4.24	57720.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mast/stem cell growth factor receptor Kit	Kd	=	5.1	nM	8.29	Binding constant for KIT kinase domain	18183025
Mast/stem cell growth factor receptor Kit	Kd	=	5.1	nM	8.29	Binding affinity to human KIT incubated for 1 hr by kinase binding assay	21429632
Mast/stem cell growth factor receptor Kit	Kd	=	5.1	nM	8.29	Binding constant for KIT kinase domain	22037378
Vascular endothelial growth factor receptor 1	Kd	=	9.6	nM	8.02	Binding constant for FLT1 kinase domain	18183025
Vascular endothelial growth factor receptor 1	Kd	=	9.6	nM	8.02	Binding constant for FLT1 kinase domain	22037378
Vascular endothelial growth factor receptor 2	IC50	=	10.0	nM	8.0	Inhibition of KDR (unknown origin)	23937569
Vascular endothelial growth factor receptor 2	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	16.0	nM	7.8	Inhibition of VEGF-induced phosphorylation of VEGFR2 by cell-based ELISA in pres...	19188066
Vascular endothelial growth factor receptor 2	IC50	=	16.0	nM	7.8	Inhibition of VEGF-induced VEGFR2 phosphorylation expressed in CHO cells in pres...	19124243
Mast/stem cell growth factor receptor Kit	Kd	=	17.0	nM	7.77	Binding constant for KIT(V559D) kinase domain	18183025
Mast/stem cell growth factor receptor Kit	Kd	=	17.0	nM	7.77	Binding constant for KIT(V559D) kinase domain	22037378
Macrophage colony-stimulating factor 1 receptor	Kd	=	18.0	nM	7.75	Binding constant for CSF1R kinase domain	18183025
Vascular endothelial growth factor receptor 2	IC50	=	20.0	nM	7.7	Inhibition of VEGFR2 (unknown origin)	25462265
Vascular endothelial growth factor receptor 2	IC50	=	21.0	nM	7.68	Inhibition of VEGFR2 expressed in HEK293 cells assessed as inhibition of recepto...	19124243
Vascular endothelial growth factor receptor 2	IC50	=	21.0	nM	7.68	Inhibitory activity against VEGFR2 transiently transfected in 293 adenovirus tra...	16275072
Vascular endothelial growth factor receptor 2	IC50	=	21.0	nM	7.68	Inhibition of VEGFR2 in 293 adenovirus transfected kidney cells by cell-based EL...	16321531
Vascular endothelial growth factor receptor 2	IC50	=	21.0	nM	7.68	Inhibition of VEGFR2 phosphorylation in HEK293 cells by cell-based ELISA	16460936
Vascular endothelial growth factor receptor 2	IC50	=	21.0	nM	7.68	Inhibition of VEGFR2 by cell-based assay	17188873
Vascular endothelial growth factor receptor 2	IC50	=	21.0	nM	7.68	Inhibition of VEGF-induced phosphorylation of VEGFR2 by cell-based ELISA	19188066
Platelet-derived growth factor receptor beta	Kd	=	25.0	nM	7.6	Binding constant for PDGFRB kinase domain	18183025

Literature References

PubMed	DOI	Target Context	# Activities
16565716	10.1038/nchembio778	Vascular endothelial growth factor receptor 2	27
26254279	10.18632/oncotarget.4214	Unchecked	18
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
22037378	10.1038/nbt.1990	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
18183025	10.1038/nbt1358	Epidermal growth factor receptor	10
26254279	10.18632/oncotarget.4214	Mast/stem cell growth factor receptor Kit	9
27035798	10.1016/j.ejmech.2016.03.053	Molecular identity unknown	9
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
18183025	10.1038/nbt1358	Tyrosine-protein kinase ABL1	7
15711537	10.1038/nbt1068	Tyrosine-protein kinase ABL1	7
16565716	10.1038/nchembio778	Danio rerio	7
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
18183025	10.1038/nbt1358	Receptor-type tyrosine-protein kinase FLT3	5
29191878	10.1126/science.aan4368	Unchecked	5
18183025	10.1038/nbt1358	Mast/stem cell growth factor receptor Kit	5
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
19188066	10.1016/j.bmcl.2009.01.046	Vascular endothelial growth factor receptor 2	4
19124243	10.1016/j.bmcl.2008.12.078	Vascular endothelial growth factor receptor 2	4
17416531	10.1016/j.bmc.2007.03.055	Epidermal growth factor receptor	4

Data from ChEMBL 36 via Core Engine