Compound Detail

CHEMBL491473

CEDIRANIB

🧪 Phase III

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🧪 Phase III

COc1cc2c(Oc3ccc4[nH]c(C)cc4c3F)ncnc2cc1OCCCN1CCCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL491473
Name	CEDIRANIB
Phase	Phase III
Structure Type	MOL
InChI Key	XXJWYDDUDKYVKI-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Azd-2171 AZD2171 Cediranib Recentin ZD-2171

Targets

227

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

450.5

MW (Da)

5.22

ALogP

HBA

HBD

72.5

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Stem	-anib
USAN Year	2007

Extended Properties

Molecular Formula	C25H27FN4O3
MW	450.51
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-1.09

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	✓	✓

Indications

Glioblastoma Neoplasms Neoplasms Ovarian Neoplasms Ovarian Neoplasms Biliary Tract Neoplasms Breast Neoplasms Breast Neoplasms Carcinoma, Non-Small-Cell Lung Carcinoma, Renal Cell Colorectal Neoplasms Prostatic Neoplasms Prostatic Neoplasms Prostatic Neoplasms, Castration-Resistant Sarcoma, Alveolar Soft Part Small Cell Lung Carcinoma Uterine Cervical Neoplasms Brain Neoplasms Endometrial Neoplasms Fallopian Tube Neoplasms

ATC Classification

L01EK02

cediranib

Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS

Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

Kd 132 meas. best 9.57

IC50 55 meas. best 9.3

Ki 39 meas. best 9.3

EC50 1 meas. best 4.54

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mast/stem cell growth factor receptor Kit CHEMBL1936	Kd	9.57	8.3463	0.3	8
Platelet-derived growth factor receptor beta CHEMBL1913	Kd	9.49	8.605	0.3	2
Platelet-derived growth factor receptor alpha CHEMBL2007	Kd	9.39	9.39	0.4	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	9.3	8.8383	0.5	6
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	9.3	9.3	0.5	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Kd	9.13	9.13	0.7	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Kd	8.96	8.96	1.1	1
HUVEC CHEMBL613979	IC50	8.92	8.795	1.2	2
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	8.77	8.245	1.7	2
BaF3 CHEMBL614524	IC50	8.77	8.77	1.7	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	8.67	8.4233	2.1	3
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	8.52	8.33	3.0	3
Vascular endothelial growth factor receptor 3 CHEMBL1955	Kd	8.37	8.37	4.3	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	8.3	8.3	5.0	1
Serine/threonine-protein kinase 35 CHEMBL5651	Kd	8.27	8.27	5.4	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	8.21	7.33	6.1	4
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	8.2	8.2	6.3	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	8.1	8.1	7.9	1
Long-chain-fatty-acid--CoA ligase 5 CHEMBL4105818	Kd	8.1	8.1	8.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	Ki	8.0	8.0	10.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	8.0	8.0	10.0	1
Fibroblast growth factor receptor 3 CHEMBL2742	Ki	7.9	7.9	12.6	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Kd	7.89	7.89	13.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	Ki	7.8	7.8	15.8	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Ki	7.8	7.8	15.8	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	7.7	6.7881	20.0	16
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	7.66	6.685	22.0	2
Fibroblast growth factor receptor 3 CHEMBL2742	Kd	7.64	7.55	23.0	2
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	7.64	6.85	23.0	2
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	7.6	7.6	25.1	1
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	7.58	7.58	26.0	1
Fibroblast growth factor receptor 2 CHEMBL4142	Kd	7.46	7.46	35.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	7.44	7.44	36.0	1
Ephrin type-A receptor 6 CHEMBL4526	Kd	7.44	7.44	36.0	1
Protein-tyrosine kinase 6 CHEMBL4601	Ki	7.4	7.4	39.8	1
Discoidin domain-containing receptor 2 CHEMBL5122	Kd	7.32	6.66	48.0	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	7.3	7.3	50.1	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	7.3	7.3	50.1	1
Fibroblast growth factor receptor 1 CHEMBL3650	Kd	7.28	6.77	53.0	2
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	7.2	7.2	63.1	1
Tyrosine-protein kinase Lck CHEMBL258	Kd	7.17	7.17	67.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	7.1	7.1	79.4	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	7.1	7.1	79.4	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Kd	7.09	7.09	81.0	1
Epidermal growth factor receptor CHEMBL203	Kd	7.08	6.26	84.0	13
Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014	Kd	7.01	7.01	98.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	7.0	7.0	100.0	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Kd	7.0	6.305	100.0	2
Tyrosine-protein kinase Blk CHEMBL2250	Kd	6.92	6.92	120.0	1
Angiopoietin-1 receptor CHEMBL4128	Kd	6.85	6.85	140.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mast/stem cell growth factor receptor Kit	Kd	=	0.27	nM	9.57	Binding constant for KIT(V559D) kinase domain	22037378
Mast/stem cell growth factor receptor Kit	Kd	=	0.31	nM	9.51	Binding constant for KIT(V559D,V654A) kinase domain	22037378
Mast/stem cell growth factor receptor Kit	Kd	=	0.32	nM	9.49	Binding constant for KIT(V559D,T670I) kinase domain	22037378
Platelet-derived growth factor receptor beta	Kd	=	0.32	nM	9.49	Binding constant for PDGFRB kinase domain	22037378
Mast/stem cell growth factor receptor Kit	Kd	=	0.38	nM	9.42	Binding constant for KIT kinase domain	22037378
Platelet-derived growth factor receptor alpha	Kd	=	0.41	nM	9.39	Binding constant for PDGFRA kinase domain	22037378
Vascular endothelial growth factor receptor 2	IC50	=	0.5	nM	9.3	Inhibition of VEGFR2 (unknown origin)	30600149
Vascular endothelial growth factor receptor 2	Ki	=	0.5	nM	9.3	In-Vitro Kinase Inhibition Assay: Compounds 2-4 and cabozantinib were each teste...	-
Mast/stem cell growth factor receptor Kit	Kd	=	0.54	nM	9.27	Binding constant for KIT(L576P) kinase domain	22037378
Vascular endothelial growth factor receptor 1	Kd	=	0.74	nM	9.13	Binding constant for FLT1 kinase domain	22037378
Vascular endothelial growth factor receptor 2	IC50	=	1.0	nM	9.0	Inhibition of VEGFR2 (unknown origin)	34351741
Vascular endothelial growth factor receptor 2	IC50	=	1.0	nM	9.0	Inhibition of VEGFR2	23098265
Vascular endothelial growth factor receptor 2	Kd	=	1.1	nM	8.96	Binding constant for VEGFR2 kinase domain	22037378
HUVEC	IC50	=	1.2	nM	8.92	Antiproliferative activity against HUVEC assessed as inhibition of human recombi...	-
Epithelial discoidin domain-containing receptor 1	Kd	=	1.7	nM	8.77	Binding constant for DDR1 kinase domain	22037378
BaF3	IC50	=	1.71	nM	8.77	Antiproliferative activity against VEGFR2-transformed mouse BaF3 cells assessed ...	37429211
Vascular endothelial growth factor receptor 2	IC50	=	1.72	nM	8.76	Inhibition of VEGFR2 (unknown origin)	37429211
HUVEC	IC50	=	2.14	nM	8.67	Antiproliferative activity against VEGF-stimulated HUVEC assessed as inhibition ...	37429211
Vascular endothelial growth factor receptor 1	IC50	=	2.13	nM	8.67	Inhibition of VEGFR1 (unknown origin)	37429211
Vascular endothelial growth factor receptor 2	IC50	=	2.7	nM	8.57	Inhibition of human recombinant VEGFR-2 expressed in baculovirus using Poly (Glu...	-

Literature References

PubMed	DOI	Target Context	# Activities
38088921	10.1021/acs.jmedchem.3c01054	ClpP1P2	35
38088921	10.1021/acs.jmedchem.3c01054	Unchecked	19
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
26254279	10.18632/oncotarget.4214	Unchecked	9
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
29191878	10.1126/science.aan4368	Unchecked	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
29624387	10.1021/acs.jmedchem.8b00035	Unchecked	4
22037378	10.1038/nbt.1990	Hepatocyte growth factor receptor	3
38088921	10.1021/acs.jmedchem.3c01054	Mycolicibacterium smegmatis	3
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-6	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-5	2
22037378	10.1038/nbt.1990	Leucine-rich repeat serine/threonine-protein kinase 2	2
22037378	10.1038/nbt.1990	Non-receptor tyrosine-protein kinase TYK2	2
22037378	10.1038/nbt.1990	Serine/threonine-protein kinase B-raf	2
22037378	10.1038/nbt.1990	Cyclin-dependent kinase 4	2

Data from ChEMBL 36 via Core Engine