Compound Detail

CHEMBL556

DEFEROXAMINE

💊 Approved Drug

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💊 Approved Drug

CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL556
Name	DEFEROXAMINE
Phase	Approved
Structure Type	MOL
InChI Key	UBQYURCVBFRUQT-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Deferoxamina Deferoxamine Desferoxamine b Desferrioxamine Desferrioxamine b Dfo-b NSC-527604

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

560.7

MW (Da)

0.92

ALogP

HBA

HBD

205.8

PSA (Å²)

0.06

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1968
Availability	Prescription
Chirality	Achiral

Routes of Administration

Parenteral

Flags

Natural Product

USAN Year

1964

Extended Properties

Molecular Formula	C25H48N6O8
MW	560.69
Aromatic Rings	0
Heavy Atoms	39
NP-Likeness	0.11

Indications

beta-Thalassemia Hemochromatosis Severe Acute Respiratory Syndrome Anemia, Sickle Cell Breast Neoplasms Cerebral Hemorrhage Diabetic Foot Ischemic Stroke Subarachnoid Hemorrhage Carcinoma, Hepatocellular Meningeal Carcinomatosis Thalassemia

ATC Classification

V03AC01

deferoxamine

Level 1: VARIOUS

Level 2: ALL OTHER THERAPEUTIC PRODUCTS

Activity Summary

IC50 40 meas. best 5.54

EC50 4 meas. best 5.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
DLD-1 CHEMBL614285	IC50	5.54	5.54	2900.0	1
Lysine-specific demethylase 4A CHEMBL5896	IC50	5.49	5.485	3220.0	2
Plasmodium falciparum CHEMBL364	IC50	5.47	5.47	3400.0	1
A2780 CHEMBL614004	IC50	5.46	5.46	3500.0	1
SW480 CHEMBL612544	IC50	5.42	5.42	3800.0	1
No relevant target CHEMBL2362975	IC50	5.36	5.2167	4400.0	3
SK-N-MC CHEMBL614163	IC50	5.35	4.8944	4510.0	16
NIH3T3 CHEMBL614822	IC50	5.31	5.18	4900.0	2
Deoxyhypusine hydroxylase CHEMBL4523441	IC50	5.3	5.3	5000.0	1
MDA-MB-231 CHEMBL400	IC50	5.21	5.21	6100.0	1
A549 CHEMBL392	IC50	5.12	5.12	7500.0	1
AML12 CHEMBL5058625	EC50	5.05	5.05	8830.0	1
MRC5 CHEMBL614181	IC50	5.05	5.05	9000.0	1
MDCK CHEMBL614068	IC50	5.02	5.02	9490.0	1
DMS-53 CHEMBL1075434	IC50	5.0	5.0	10000.0	1
No relevant target CHEMBL2362975	EC50	4.96	4.96	11000.0	1
ADMET CHEMBL612558	IC50	4.92	4.92	12050.0	1
Hypoxia-inducible factor 1-alpha CHEMBL4261	EC50	4.75	4.75	17800.0	1
Plasmodium yoelii CHEMBL612889	IC50	4.7	4.7	20000.0	1
HT-29 CHEMBL384	IC50	4.44	4.44	36100.0	1
Methylcytosine dioxygenase TET2 CHEMBL4523344	IC50	4.34	4.34	46000.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.3	4.23	50000.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.08333	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
DLD-1	IC50	=	2900.0	nM	5.54	Antiproliferative activity against human DLD-1 cells assessed as reduction in ce...	33445154
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
Plasmodium falciparum	IC50	=	3400.0	nM	5.47	Antimalarial activity against liver stages of Plasmodium falciparum after 96 hrs	22122518
A2780	IC50	=	3500.0	nM	5.46	Antiproliferative activity against human A2780 cells incubated for 72 hrs by MTT...	36105345
SW480	IC50	=	3800.0	nM	5.42	Antiproliferative activity against human SW480 cells assessed as reduction in ce...	33445154
No relevant target	IC50	=	4400.0	nM	5.36	Induction of iron chelating activity by calcein fluorescence assay	20036563
SK-N-MC	IC50	=	4510.0	nM	5.35	Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay	17602603
NIH3T3	IC50	=	4900.0	nM	5.31	Inhibition of erastin-induced ferroptosis in mouse NIH/3T3 cells after 24 hrs by...	31531196
SK-N-MC	IC50	=	5000.0	nM	5.3	Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay	19601577
Deoxyhypusine hydroxylase	IC50	=	5000.0	nM	5.3	Inhibition of DOHH (unknown origin)	30684796
No relevant target	IC50	=	5100.0	nM	5.29	Metal chelating activity assessed as Fe3+ complex formation measured after 45 mi...	26980238
MDA-MB-231	IC50	=	6100.0	nM	5.21	Antiproliferative activity against human MDA-MB-231 cells incubated for 72 hrs b...	36105345
SK-N-MC	IC50	=	7350.0	nM	5.13	Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay	19216562
A549	IC50	=	7500.0	nM	5.12	Antiproliferative activity at human A549 cells after 72 hrs by MTT assay	22861499
SK-N-MC	IC50	=	8580.0	nM	5.07	Antiproliferative activity against human SK-N-MC cells after 96 hrs by MTT assay	17064069
MRC5	IC50	=	9000.0	nM	5.05	Antiproliferative activity against human MRC5 cells incubated for 72 hrs by MTT ...	36105345
NIH3T3	IC50	=	9000.0	nM	5.05	Inhibition of TBHP-induced ferroptosis in mouse NIH/3T3 cells after 12 hrs by WS...	31531196
AML12	EC50	=	8830.0	nM	5.05	Protection against CCl4-induced ferroptosis in mouse AML12 cells assessed as cel...	39047113
MDCK	IC50	=	9490.0	nM	5.02	Toxicity in MDCK cells by MTT method	20041672

Literature References

PubMed	DOI	Target Context	# Activities
1956036	10.1021/jm00115a006	Rattus norvegicus	22
2066978	10.1021/jm00111a023	Rattus norvegicus	18
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
6827549	10.1021/jm00356a037	Rattus norvegicus	12
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
1469701	10.1021/jm00103a012	Rattus norvegicus	6
28285915	10.1016/j.bmcl.2017.03.001	SK-N-BE(2)-M17	6
533878	10.1021/jm00197a007	Mus musculus	6
8182699	10.1021/jm00036a005	Rattus norvegicus	5
28285915	10.1016/j.bmcl.2017.03.001	No relevant target	5
17064069	10.1021/jm0606342	Unchecked	5
3806573	10.1021/jm00157a020	Mus musculus	5
24900837	10.1021/ml400422a	HCT-116	5
12502356	10.1021/jm020184n	Monkey	4
12502356	10.1021/jm020184n	Rattus norvegicus	4
21846118	10.1021/jm200924c	SK-N-MC	4
20036563	10.1016/j.bmc.2009.11.057	MCF7	4
33508480	10.1016/j.ejmech.2021.113168	SH-SY5Y	4
23276209	10.1021/jm301691s	SK-N-MC	3

Data from ChEMBL 36 via Core Engine