Compound Detail

CHEMBL1289

HALOPROGIN

💊 Approved Drug

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💊 Approved Drug

Clc1cc(Cl)c(OCC#CI)cc1Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1289
Name	HALOPROGIN
Phase	Approved
Structure Type	MOL
InChI Key	CTETYYAZBPJBHE-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Haloprogin Haloprogina Haloprogine Halotex M-1028 M-1028 (MEIJI) Mycanden NSC-100071

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Mechanisms

Molecular Properties

361.4

MW (Da)

4.42

ALogP

HBA

HBD

9.2

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1982
Availability	Discontinued
Chirality	Achiral

Routes of Administration

Topical

Flags

Natural Product

USAN Year

1967

Extended Properties

Molecular Formula	C9H4Cl3IO
MW	361.39
Aromatic Rings	1
Heavy Atoms	14
NP-Likeness	-1.03

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Cell membrane inhibitor	INHIBITOR	Cell membrane	✓	✓

ATC Classification

D01AE11

haloprogin

Level 1: DERMATOLOGICALS

Level 2: ANTIFUNGALS FOR DERMATOLOGICAL USE

Activity Summary

IC50 15 meas. best 6.65

Ki 14 meas. best 6.9

EC50 3 meas. best 6.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosine receptor A3 CHEMBL256	Ki	6.9	6.9	126.0	1
D(3) dopamine receptor CHEMBL234	Ki	6.78	6.78	166.0	1
Adenosine receptor A3 CHEMBL256	IC50	6.65	6.65	223.0	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.6	6.6	251.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	6.55	6.55	282.0	1
Trypanosoma brucei CHEMBL612849	EC50	6.52	6.52	300.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.37	6.37	431.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.34	6.34	458.0	1
Kappa-type opioid receptor CHEMBL237	Ki	6.34	6.34	459.0	1
D(3) dopamine receptor CHEMBL234	IC50	6.31	6.31	488.0	1
Substance-K receptor CHEMBL2327	Ki	6.31	6.31	491.0	1
UDP-glucose 4-epimerase CHEMBL5843	IC50	6.3	6.3	500.0	1
Alpha-2B adrenergic receptor CHEMBL1942	IC50	6.26	6.26	551.0	1
D(1A) dopamine receptor CHEMBL2056	IC50	6.25	6.25	563.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.23	6.23	588.0	1
CHO-K1 CHEMBL614031	EC50	6.22	6.22	600.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.16	6.16	692.0	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	6.09	6.09	811.0	1
Kappa-type opioid receptor CHEMBL237	IC50	5.94	5.94	1147.0	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	5.91	5.91	1222.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.87	5.87	1363.0	1
Substance-K receptor CHEMBL2327	IC50	5.83	5.83	1474.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.8	5.8	1565.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.73	5.73	1862.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	5.71	5.71	1969.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	5.62	5.62	2421.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	5.58	5.58	2602.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.56	5.56	2747.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.56	5.56	2770.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	IC50	5.4	5.4	4011.0	1
Alpha-2C adrenergic receptor CHEMBL1916	IC50	5.39	5.39	4045.0	1
Nuclear receptor subfamily 1 group I member 2 CHEMBL3401	EC50	5.0	5.0	10000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosine receptor A3	Ki	=	126.0	nM	6.9	DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA)	-
D(3) dopamine receptor	Ki	=	166.0	nM	6.78	DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone)	-
Adenosine receptor A3	IC50	=	223.0	nM	6.65	DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA)	-
Alpha-2B adrenergic receptor	Ki	=	251.0	nM	6.6	DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin...	-
D(1A) dopamine receptor	Ki	=	282.0	nM	6.55	DRUGMATRIX: Dopamine D1 radioligand binding (ligand: [3H] SCH-23390)	-
Trypanosoma brucei	EC50	=	300.0	nM	6.52	Cytotoxicity against Trypanosoma brucei by Alamar blue assay	16962325
Sodium-dependent serotonin transporter	Ki	=	431.0	nM	6.37	DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind...	-
Kappa-type opioid receptor	Ki	=	459.0	nM	6.34	DRUGMATRIX: Opiate kappa (OP2, KOP) radioligand binding (ligand: [3H] Diprenorph...	-
Alpha-2A adrenergic receptor	Ki	=	458.0	nM	6.34	DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912)	-
D(3) dopamine receptor	IC50	=	488.0	nM	6.31	DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone)	-
Substance-K receptor	Ki	=	491.0	nM	6.31	DRUGMATRIX: Tachykinin NK2 radioligand binding (ligand: [3H] SR-48968)	-
UDP-glucose 4-epimerase	IC50	=	500.0	nM	6.3	Inhibition of human GalE by HPAEC assay	16962325
Alpha-2B adrenergic receptor	IC50	=	551.0	nM	6.26	DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin...	-
D(1A) dopamine receptor	IC50	=	563.0	nM	6.25	DRUGMATRIX: Dopamine D1 radioligand binding (ligand: [3H] SCH-23390)	-
Alpha-2C adrenergic receptor	Ki	=	588.0	nM	6.23	DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912)	-
CHO-K1	EC50	=	600.0	nM	6.22	Cytotoxicity against CHO-K1 cells by Alamar blue assay	16962325
5-hydroxytryptamine receptor 2A	Ki	=	692.0	nM	6.16	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ...	-
Sodium-dependent serotonin transporter	IC50	=	811.0	nM	6.09	DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind...	-
Kappa-type opioid receptor	IC50	=	1147.0	nM	5.94	DRUGMATRIX: Opiate kappa (OP2, KOP) radioligand binding (ligand: [3H] Diprenorph...	-
Alpha-2A adrenergic receptor	IC50	=	1222.0	nM	5.91	DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912)	-

Literature References

PubMed	DOI	Target Context	# Activities
20966043	10.1124/dmd.110.035105	Nuclear receptor subfamily 1 group I member 2	5
37468498	10.1038/s41467-023-40064-9	Thromboxane A2 receptor	2
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M1	2
37468498	10.1038/s41467-023-40064-9	Prostaglandin G/H synthase 1	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	2
16962325	10.1016/j.bmcl.2006.08.091	Unchecked	2
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	1
17337097	10.1016/j.ejmech.2007.01.022	Candida albicans	1
16962325	10.1016/j.bmcl.2006.08.091	Trypanosoma brucei	1
-	10.1101/2020.04.03.023846	SARS-CoV-2	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
16962325	10.1016/j.bmcl.2006.08.091	UDP-glucose 4-epimerase	1
3546691	10.1021/jm00386a019	Aspergillus fumigatus	1
3546691	10.1021/jm00386a019	Trichophyton interdigitale	1
37468498	10.1038/s41467-023-40064-9	D(1A) dopamine receptor	1
37468498	10.1038/s41467-023-40064-9	Voltage-gated inwardly rectifying potassium channel KCNH2	1
3546691	10.1021/jm00386a019	Trichophyton benhamiae	1

Data from ChEMBL 36 via Core Engine