Compound Detail

CHEMBL2180604

TAK-593

Phase I

Enter ChEMBL ID:

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

Research home View demo workspace

Phase I

Cc1cc(C(=O)Nc2cc(Oc3ccc4nc(NC(=O)C5CC5)cn4n3)ccc2C)n(C)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2180604
Name	TAK-593
Phase	Phase I
Structure Type	MOL
InChI Key	DZFZXPPHBWCXPQ-UHFFFAOYSA-N

Known Names

TAK 593 Tak-593

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

445.5

MW (Da)

3.47

ALogP

HBA

HBD

115.4

PSA (Å²)

0.47

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C23H23N7O3
MW	445.48
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-2.25

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Platelet-derived growth factor receptor inhibitor	INHIBITOR	Platelet-derived growth factor receptor	✓	✓
Vascular endothelial growth factor receptor inhibitor	INHIBITOR	Vascular endothelial growth factor receptor	✓	✓

Indications

Neoplasms

Activity Summary

IC50 13 meas. best 10.03

Kd 12 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	10.03	9.2575	0.1	4
HUVEC CHEMBL613979	IC50	9.52	9.52	0.3	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	8.96	8.96	1.1	2
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	8.49	8.49	3.2	2
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	8.37	8.37	4.3	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	8.0	8.0	10.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	8.0	8.0	10.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	7.89	7.89	13.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	7.75	7.75	18.0	1
Breakpoint cluster region protein CHEMBL5146	Kd	7.46	7.46	35.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	Kd	7.04	7.04	91.0	1
Serine/threonine-protein kinase Nek1 CHEMBL5855	Kd	6.44	6.44	365.0	1
Tyrosine-protein kinase Yes CHEMBL2073	Kd	6.37	6.37	423.0	1
Uncharacterized protein FLJ45252 CHEMBL4105933	Kd	6.06	6.06	869.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	6.04	6.04	918.0	1
AP2-associated protein kinase 1 CHEMBL3830	Kd	5.61	5.61	2441.0	1
Tyrosine-protein kinase ABL2 CHEMBL4014	Kd	5.39	5.39	4058.0	1
BMP-2-inducible protein kinase CHEMBL4522	Kd	4.96	4.96	10914.0	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	4.83	4.83	14677.0	1
Discoidin domain-containing receptor 2 CHEMBL5122	Kd	4.71	4.71	19290.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1511.0	ng.hr.mL-1	Macaca fascicularis
AUC	226.0	ng.hr.mL-1	Rattus norvegicus
AUC	1313.0	ng.hr.mL-1	Macaca fascicularis
AUC	571.0	ng.hr.mL-1	Rattus norvegicus
CL	3.183	mL.min-1.kg-1	Macaca fascicularis
CL	7.3	mL.min-1.kg-1	Rattus norvegicus
Cmax	289.58	nM	Macaca fascicularis
Cmax	125.71	nM	Rattus norvegicus
F	57.6	%	Macaca fascicularis
F	19.8	%	Rattus norvegicus
MRT	11.0	hr	Macaca fascicularis
MRT	3.3	hr	Rattus norvegicus
Tmax	2.8	hr	Macaca fascicularis
Tmax	1.3	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 2	IC50	=	0.093	nM	10.03	Inhibition of VEGFR2 (unknown origin) using biotinylated poly(Glu:Tyr) as substr...	23498918
HUVEC	IC50	=	0.3	nM	9.52	Antiproliferative activity against VEGF-stimulated HUVECs after 5 days by WST-8 ...	23498918
Vascular endothelial growth factor receptor 2	IC50	=	0.95	nM	9.02	Inhibition of VEGFR2	23098265
Vascular endothelial growth factor receptor 2	IC50	=	0.95	nM	9.02	Inhibition of VEGFR2 (unknown origin) using biotinylated poly(Glu:Tyr) as substr...	23498918
Vascular endothelial growth factor receptor 3	IC50	=	1.1	nM	8.96	Inhibition of VEGFR3	23098265
Vascular endothelial growth factor receptor 3	IC50	=	1.1	nM	8.96	Inhibition of VEGFR3 (unknown origin) by AlphaScreen assay	23498918
Vascular endothelial growth factor receptor 2	IC50	=	1.1	nM	8.96	Inhibition of VEGFR2 (unknown origin) using biotinylated poly(Glu:Tyr) as substr...	23498918
Vascular endothelial growth factor receptor 1	IC50	=	3.2	nM	8.49	Inhibition of VEGFR1	23098265
Vascular endothelial growth factor receptor 1	IC50	=	3.2	nM	8.49	Inhibition of VEGFR1 (unknown origin) by AlphaScreen assay	23498918
Platelet-derived growth factor receptor alpha	IC50	=	4.3	nM	8.37	Inhibition of PDGFRalpha (unknown origin) by AlphaScreen assay	23498918
Macrophage colony-stimulating factor 1 receptor	IC50	=	10.0	nM	8.0	Inhibition of human FMS	23498918
Proto-oncogene tyrosine-protein kinase receptor Ret	Kd	=	10.0	nM	8.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Platelet-derived growth factor receptor beta	IC50	=	13.0	nM	7.89	Inhibition of PDGFRbeta (unknown origin) by AlphaScreen assay	23498918
Proto-oncogene tyrosine-protein kinase receptor Ret	IC50	=	18.0	nM	7.75	Inhibition of human RET	23498918
Breakpoint cluster region protein	Kd	=	35.0	nM	7.46	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Platelet-derived growth factor receptor beta	Kd	=	91.0	nM	7.04	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase Nek1	Kd	=	365.0	nM	6.44	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase Yes	Kd	=	423.0	nM	6.37	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Uncharacterized protein FLJ45252	Kd	=	869.0	nM	6.06	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase ABL1	Kd	=	918.0	nM	6.04	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878

Literature References

PubMed	DOI	Target Context	# Activities
23498918	10.1016/j.bmc.2013.01.074	Rattus norvegicus	8
23498918	10.1016/j.bmc.2013.01.074	Cynomolgus monkey	8
29191878	10.1126/science.aan4368	Unchecked	4
23498918	10.1016/j.bmc.2013.01.074	Mus musculus	4
23498918	10.1016/j.bmc.2013.01.074	A549	3
23498918	10.1016/j.bmc.2013.01.074	Vascular endothelial growth factor receptor 2	3
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
23498918	10.1016/j.bmc.2013.01.074	Lung	2
23498918	10.1016/j.bmc.2013.01.074	Plasma	2
23498918	10.1016/j.bmc.2013.01.074	No relevant target	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
23498918	10.1016/j.bmc.2013.01.074	Platelet-derived growth factor receptor alpha	1
23498918	10.1016/j.bmc.2013.01.074	Liver microsomes	1
23498918	10.1016/j.bmc.2013.01.074	Liver	1
23498918	10.1016/j.bmc.2013.01.074	Vascular endothelial growth factor receptor 3	1
23098265	10.1021/jm301085w	Vascular endothelial growth factor receptor 3	1
23498918	10.1016/j.bmc.2013.01.074	Platelet-derived growth factor receptor beta	1
23498918	10.1016/j.bmc.2013.01.074	Macrophage colony-stimulating factor 1 receptor	1
23498918	10.1016/j.bmc.2013.01.074	Proto-oncogene tyrosine-protein kinase receptor Ret	1
34607244	10.1016/j.ejmech.2021.113867	Platelet-derived growth factor receptor beta	1

Data from ChEMBL 36 via Core Engine