Compound Detail

CHEMBL1292

CLOFAZIMINE

💊 Approved Drug

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💊 Approved Drug

CC(C)/N=c1\cc2n(-c3ccc(Cl)cc3)c3ccccc3nc-2cc1Nc1ccc(Cl)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1292
Name	CLOFAZIMINE
Phase	Approved
Structure Type	MOL
InChI Key	WDQPAMHFFCXSNU-BGABXYSRSA-N
Therapeutic	✓ Yes

Known Names

Chlofazimine Clofazimina Clofazimine Clofaziminum Colfazimine G 30320 G-30320 G30320 Lamprene NSC-141046

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

473.4

MW (Da)

7.49

ALogP

HBA

HBD

42.2

PSA (Å²)

0.27

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1986
Availability	Discontinued
Chirality	Achiral

Routes of Administration

Oral

Flags

Natural Product

USAN Year

1967

Extended Properties

Molecular Formula	C27H22Cl2N4
MW	473.41
Aromatic Rings	3
Heavy Atoms	33
NP-Likeness	-0.87

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
DNA inhibitor	INHIBITOR	DNA	✓	✓

Indications

Leprosy Crohn Disease Mycobacterium avium-intracellulare Infection Tuberculosis Tuberculosis, Pulmonary Bacterial Infections Cryptosporidiosis Lung Diseases Tuberculosis, Multidrug-Resistant Tuberculosis, Multidrug-Resistant

ATC Classification

J04BA01

clofazimine

Level 1: ANTIINFECTIVES FOR SYSTEMIC USE

Level 2: ANTIMYCOBACTERIALS

Activity Summary

IC50 32 meas. best 6.22

EC50 6 meas. best 5.91

Kd 2 meas. best 6.55

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Kd	6.55	6.55	280.0	1
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	6.22	6.06	600.0	3
Leishmania donovani CHEMBL367	IC50	6.02	5.335	950.0	2
Streptokinase A CHEMBL1293228	EC50	5.91	5.775	1243.0	2
Streptococcus sp. 'group A' CHEMBL612389	EC50	5.73	5.73	1862.0	1
Lyssavirus rabies CHEMBL4513192	EC50	5.64	5.64	2280.0	1
Leishmania tropica CHEMBL612881	IC50	5.53	5.53	2960.0	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	5.5	5.5	3200.0	1
Spike glycoprotein CHEMBL4662936	Kd	5.42	5.42	3820.0	1
Plasmodium falciparum CHEMBL364	IC50	5.39	5.2867	4100.0	3
Leishmania infantum CHEMBL612848	IC50	5.35	5.35	4480.0	1
Cruzipain CHEMBL3563	IC50	5.22	4.81	6000.0	4
Unchecked CHEMBL612545	IC50	5.22	5.1733	6000.0	3
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.2	5.0567	6340.0	3
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	5.12	5.12	7630.0	1
SARS-CoV-2 CHEMBL4303835	EC50	5.0	5.0	10000.0	1
ATP-binding cassette sub-family C member 2 CHEMBL5748	IC50	4.98	4.98	10400.0	1
Bile salt export pump CHEMBL6020	IC50	4.89	4.8025	12900.0	4
ADMET CHEMBL612558	IC50	4.73	4.73	18590.0	1
BT-20 CHEMBL613870	IC50	4.72	4.72	19000.0	1
ATP-binding cassette sub-family C member 3 CHEMBL5918	IC50	4.68	4.68	21000.0	1
Streptococcus CHEMBL612313	EC50	4.43	4.43	36884.0	1
Trypanosoma cruzi CHEMBL368	IC50	4.42	4.42	38230.0	1
ATP-binding cassette sub-family C member 4 CHEMBL1743128	IC50	4.35	4.35	44500.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	6960.0	ng.hr.mL-1	Mus musculus
Cmax	802.69	nM	Mus musculus
Cmax	1480.0	nM	Homo sapiens
Cmax	4.461	nM	Homo sapiens
T1/2	29.74	hr	Mus musculus
T1/2	1680.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Kd	=	280.0	nM	6.55	Binding affinity to rabies recombinant GST-His-tagged G-glycoprotein protein (20...	35279610
ATP-dependent translocase ABCB1	IC50	=	600.0	nM	6.22	TP_TRANSPORTER: inhibition of Daunorubicin efflux in NIH-3T3-G185 cells	11716514
Leishmania donovani	IC50	=	950.0	nM	6.02	DNDI: Leish (macro) in Vitro, 96 hour	-
ATP-dependent translocase ABCB1	IC50	=	1000.0	nM	6.0	TP_TRANSPORTER: inhibition of Rhodamine 123 efflux in NIH-3T3-G185 cells	11716514
ATP-dependent translocase ABCB1	IC50	=	1100.0	nM	5.96	TP_TRANSPORTER: inhibition of LDS-751 efflux in NIH-3T3-G185 cells	11716514
Streptokinase A	EC50	=	1243.0	nM	5.91	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
Streptococcus sp. 'group A'	EC50	=	1862.0	nM	5.73	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
Streptokinase A	EC50	=	2281.0	nM	5.64	PUBCHEM_BIOASSAY: Absorbance Microorganism-Based Dose Response HTS to Identify I...	-
Lyssavirus rabies	EC50	=	2280.0	nM	5.64	Antirabies activity against rabies CVS infected in golden hamster BSR cells prei...	35279610
Leishmania tropica	IC50	=	2960.0	nM	5.53	Antileishmanial activity against Leishmania tropica MHOM/IT/2012/ISS3130 promast...	25497962
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	3200.0	nM	5.5	Inhibition of ABCG2 (unknown origin) expressed in human HEK293 cells membrane ve...	35483322
Spike glycoprotein	Kd	=	3820.0	nM	5.42	Binding affinity to SARS-CoV-2 spike protein assessed as Kd by SPR analysis	35279610
Plasmodium falciparum	IC50	=	4100.0	nM	5.39	DNDI: Malaria in Vitro, 72 hour	-
Leishmania infantum	IC50	=	4480.0	nM	5.35	Antileishmanial activity against Leishmania infantum MHOM/TN/80/IPT1 promastigot...	25497962
Plasmodium falciparum	IC50	=	4820.0	nM	5.32	Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D10 ...	25497962
Cruzipain	IC50	=	6000.0	nM	5.22	Inhibition of Trypanosoma cruzi cruzaine preincubated for 5 mins before substrat...	20426472
Cruzipain	IC50	=	6000.0	nM	5.22	Inhibition of Trypanosoma cruzi cruzaine in absence of 0.01% Triton	25707014
Unchecked	IC50	=	6000.0	nM	5.22	Inhibition of Wnt signalling in HEK293T cells	32283298
NON-PROTEIN TARGET	IC50	=	6340.0	nM	5.2	DNDI: Cytotoxicity in Vitro, 96 hour, in mouse macrophages (infected-amastigotes...	-
Unchecked	IC50	=	7000.0	nM	5.16	Inhibition of Wnt signalling in human BT-20 cells	32283298

Literature References

PubMed	DOI	Target Context	# Activities
16472241	10.2174/1570163043334794	Hepatotoxicity	18
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
31630056	10.1016/j.ejmech.2019.111778	Trypanosoma cruzi	12
25707014	10.1016/j.ejmech.2015.01.065	Trypanosoma cruzi	11
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
19564371	10.1128/aac.00550-09	Mycobacterium tuberculosis	7
27907875	10.1016/j.ejmech.2016.11.041	Mycobacterium tuberculosis	7
31393122	10.1021/acs.jmedchem.9b00912	Mycobacterium tuberculosis	7
28835350	10.1016/j.bmc.2017.08.010	Mycobacterium tuberculosis	7
38157261	10.1021/acs.jmedchem.3c00925	Mycobacterium tuberculosis	7
37421887	10.1016/j.ejmech.2023.115611	Mycobacterium tuberculosis	7
25464882	10.1016/j.bmc.2014.10.035	Mycobacterium tuberculosis	6
24927053	10.1016/j.ejmech.2014.05.069	Mycobacterium tuberculosis	6
26948407	10.1021/acs.jmedchem.5b00608	Mycobacterium tuberculosis	6
20426472	10.1021/jm100254w	No relevant target	5
25497962	10.1016/j.bmc.2014.11.028	Unchecked	5
22931472	10.1021/jm300828h	Mus musculus	5
23910985	10.1016/j.bmcl.2013.07.006	NON-PROTEIN TARGET	5
19564371	10.1128/aac.00550-09	Mycobacterium tuberculosis variant bovis BCG	4

Data from ChEMBL 36 via Core Engine