Compound Detail

CHEMBL550348

DEFERASIROX

💊 Approved Drug

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💊 Approved Drug

O=C(O)c1ccc(-n2nc(-c3ccccc3O)nc2-c2ccccc2O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL550348
Name	DEFERASIROX
Phase	Approved
Structure Type	MOL
InChI Key	BOFQWVMAQOTZIW-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Deferasirox Deferasirox accord Deferasirox mylan Exjade ICL-670 ICL-670A ICL670 ICL670A Jadenu Jadenu sprinkle Osveral

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

373.4

MW (Da)

3.71

ALogP

HBA

HBD

108.5

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2005
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product

USAN Year

2004

Extended Properties

Molecular Formula	C21H15N3O4
MW	373.37
Aromatic Rings	4
Heavy Atoms	28
NP-Likeness	-0.75

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Iron chelating agent	CHELATING AGENT	Iron	✓	✓

Indications

beta-Thalassemia beta-Thalassemia Iron Overload Iron Overload Myelodysplastic Syndromes Anemia, Diamond-Blackfan Anemia, Sickle Cell Hemosiderosis Porphyria Cutanea Tarda Thalassemia Anemia Hemochromatosis Leukemia, Myeloid, Acute Mucormycosis Osteoporosis, Postmenopausal Liver Diseases Precursor Cell Lymphoblastic Leukemia-Lymphoma

ATC Classification

V03AC03

deferasirox

Level 1: VARIOUS

Level 2: ALL OTHER THERAPEUTIC PRODUCTS

Drug Warnings

Black Box Warning

gastrointestinal toxicity

Country: United States

Black Box Warning

nephrotoxicity

Country: United States

Black Box Warning

hepatotoxicity

Country: United States

Black Box Warning

vascular toxicity

Country: United States

Black Box Warning

metabolic toxicity

Country: United States

Activity Summary

IC50 30 meas. best 7.11

Kd 2 meas. best 5.77

EC50 1 meas. best 4.39

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	7.11	6.352	77.6	10
Flavin reductase (NADPH) CHEMBL5019	Kd	5.77	5.77	1698.2	2
Lysine-specific demethylase 4A CHEMBL5896	IC50	5.49	5.43	3220.0	3
DLD-1 CHEMBL614285	IC50	5.47	5.47	3400.0	1
SW480 CHEMBL612544	IC50	5.41	5.41	3900.0	1
Lysine-specific demethylase 6B CHEMBL1938211	IC50	5.4	5.4	3950.0	1
MDA-MB-231 CHEMBL400	IC50	5.4	5.4	4000.0	1
Lysine-specific demethylase 5A CHEMBL2424504	IC50	5.3	5.3	5000.0	1
MIA PaCa-2 CHEMBL614725	IC50	5.0	5.0	10000.0	1
NCI-H460 CHEMBL396	IC50	4.69	4.35	20360.0	2
SK-N-MC CHEMBL614163	IC50	4.69	4.69	20540.0	1
ATP-binding cassette sub-family C member 4 CHEMBL1743128	IC50	4.44	4.44	36500.0	1
Lysine-specific demethylase 4A CHEMBL5896	EC50	4.39	4.39	40500.0	1
A-type voltage-gated potassium channel KCND3 CHEMBL1964	IC50	4.3	4.3	50118.7	1
Bile salt export pump CHEMBL6020	IC50	4.23	4.23	58400.0	1
Sodium channel protein type 5 subunit alpha CHEMBL1980	IC50	4.1	4.1	79432.8	1
ADMET CHEMBL612558	IC50	4.0	4.0	100000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1236788.12	ng.hr.mL-1	Homo sapiens
CL	5.94	mL.min-1.g-1	Mus musculus
T1/2	3.9	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	77.6	nM	7.11	PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co...	-
Unchecked	IC50	=	100.1	nM	7.0	PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf...	-
Unchecked	IC50	=	232.76	nM	6.63	PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c...	-
Unchecked	IC50	=	242.3	nM	6.62	PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (...	-
Unchecked	IC50	=	408.51	nM	6.39	PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ...	-
Unchecked	IC50	=	437.57	nM	6.36	PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c...	-
Unchecked	IC50	=	515.92	nM	6.29	PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co...	-
Unchecked	IC50	=	650.68	nM	6.19	PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co...	-
Flavin reductase (NADPH)	Kd	=	1698.24	nM	5.77	Binding affinity to human N-terminal His6-tagged and thrombin cleavage fused BLV...	34957824
Flavin reductase (NADPH)	Kd	=	1710.0	nM	5.77	Binding affinity to human N-terminal His6-tagged and thrombin cleavage fused BLV...	34957824
Unchecked	IC50	=	2086.2	nM	5.68	PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de...	-
Lysine-specific demethylase 4A	IC50	=	3220.0	nM	5.49	Inhibition of KDM4A (unknown origin) measured by formaldehyde dehydrogenase (FDH...	35838529
Lysine-specific demethylase 4A	IC50	=	3330.0	nM	5.48	Inhibition of KDM4A (unknown origin) measured by LANCEUltra assay	35838529
DLD-1	IC50	=	3400.0	nM	5.47	Antiproliferative activity against human DLD-1 cells assessed as reduction in ce...	33445154
SW480	IC50	=	3900.0	nM	5.41	Antiproliferative activity against human SW480 cells assessed as reduction in ce...	33445154
MDA-MB-231	IC50	=	4000.0	nM	5.4	Cytotoxicity against human MDA-MB-231 cells after 96 hrs by MTT assay	20005708
Lysine-specific demethylase 6B	IC50	=	3950.0	nM	5.4	Inhibition of KDM6B (1043 to end residues) (unknown origin) using ATKAARK(me3)-S...	35101649
Lysine-specific demethylase 4A	IC50	=	4760.0	nM	5.32	Inhibition of KDM4A (1 to 359 residues) (unknown origin) using ARTKQTARK(me3)-ST...	35101649
Lysine-specific demethylase 5A	IC50	=	5000.0	nM	5.3	Inhibition of full-length KDM5A (1 to 1090 residues)(unknown origin) using ARTK(...	35101649
Unchecked	IC50	=	5678.0	nM	5.25	PubChem BioAssay. Decreased HeLa cell count-IC50. (Class of assay: confirmator...	-

Literature References

PubMed	DOI	Target Context	# Activities
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
19433555	10.1128/aac.00361-09	Homo sapiens	12
38070429	10.1016/j.ejmech.2023.116026	ADMET	10
38070429	10.1016/j.ejmech.2023.116026	Cryptococcus neoformans	6
38070429	10.1016/j.ejmech.2023.116026	Nakaseomyces glabratus	5
34957824	10.1021/acs.jmedchem.1c01664	Flavin reductase (NADPH)	5
38070429	10.1016/j.ejmech.2023.116026	Unchecked	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
20014752	10.1021/tx900326k	Hepatotoxicity	3
30016095	10.1021/acs.jmedchem.8b00692	Saccharomyces cerevisiae	3
25087753	10.1016/j.vascn.2014.07.002	Voltage-gated inwardly rectifying potassium channel KCNH2	3
35838529	10.1021/acs.jmedchem.2c00680	Lysine-specific demethylase 4A	3
-	10.6019/CHEMBL4513161	Pseudomonas aeruginosa	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
25087753	10.1016/j.vascn.2014.07.002	Voltage-dependent L-type calcium channel subunit alpha-1C	2
25087753	10.1016/j.vascn.2014.07.002	Sodium channel protein type 5 subunit alpha	2
25087753	10.1016/j.vascn.2014.07.002	Voltage-gated potassium channel, IKs; KCNQ1(Kv7.1)/KCNE1(MinK)	2
26948801	10.1016/j.drudis.2016.02.015	Homo sapiens	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
23956101	10.1093/toxsci/kft176	Unchecked	2

Data from ChEMBL 36 via Core Engine