Compound Detail

CHEMBL1201353

DEXCHLORPHENIRAMINE

💊 Approved Drug

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💊 Approved Drug

CN(C)CC[C@@H](c1ccc(Cl)cc1)c1ccccn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1201353
Name	DEXCHLORPHENIRAMINE
Phase	Approved
Structure Type	MOL
InChI Key	SOYKEARSMXGVTM-HNNXBMFYSA-N
Therapeutic	✓ Yes

Known Names

Chlorphenamine, (s)- Chlorpheniramine d-form Chlorpheniramine, (s)- Chlorpheniramine, d- Dapriton Dexchlorpheniramine Dexclorfeniramina

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

274.8

MW (Da)

3.82

ALogP

HBA

HBD

16.1

PSA (Å²)

0.82

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1981
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula	C16H19ClN2
MW	274.80
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	-1.38

Indications

Hypersensitivity

ATC Classification

R06AB02

dexchlorpheniramine

Level 1: RESPIRATORY SYSTEM

Level 2: ANTIHISTAMINES FOR SYSTEMIC USE

R06AB52

dexchlorpheniramine, combinations

Level 1: RESPIRATORY SYSTEM

Level 2: ANTIHISTAMINES FOR SYSTEMIC USE

Activity Summary

IC50 22 meas. best 8.2

Ki 22 meas. best 9.14

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histamine H1 receptor CHEMBL231	Ki	9.14	9.14	0.7	1
Histamine H1 receptor CHEMBL231	IC50	8.2	8.2	6.3	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	7.89	7.89	13.0	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	7.6	7.6	25.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	6.56	6.56	276.0	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	6.48	6.48	333.0	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	6.26	6.26	547.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.16	6.16	697.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	6.13	6.13	749.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.13	6.13	739.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	6.03	6.03	931.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.98	5.98	1055.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	IC50	5.98	5.98	1043.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.92	5.92	1217.0	1
Muscarinic acetylcholine receptor M1 CHEMBL216	IC50	5.86	5.86	1383.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	5.78	5.78	1658.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	IC50	5.7	5.7	1976.0	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	5.68	5.68	2103.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	5.63	5.63	2322.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	5.6	5.6	2487.0	1
Muscarinic acetylcholine receptor M3 CHEMBL245	IC50	5.59	5.59	2579.0	1
Unchecked CHEMBL612545	Ki	5.43	5.096	3699.0	5
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	5.43	5.43	3692.0	1
Unchecked CHEMBL612545	IC50	5.42	4.998	3805.0	5
Alpha-2B adrenergic receptor CHEMBL1942	IC50	5.34	5.34	4607.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.31	5.31	4925.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.3	5.3	4966.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	5.16	5.16	6994.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.12	5.12	7625.0	1
Histamine H2 receptor CHEMBL1941	Ki	5.08	5.08	8228.0	1
Histamine H2 receptor CHEMBL1941	IC50	5.08	5.08	8368.0	1
Alpha-1B adrenergic receptor CHEMBL315	Ki	5.07	5.07	8613.0	1
Alpha-1B adrenergic receptor CHEMBL315	IC50	4.81	4.81	15560.0	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	4.78	4.78	16575.0	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	4.69	4.69	20333.0	1
Alpha-1D adrenergic receptor CHEMBL223	IC50	4.47	4.47	33721.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histamine H1 receptor	Ki	=	0.73	nM	9.14	DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine)	-
Histamine H1 receptor	IC50	=	6.288	nM	8.2	DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine)	-
Sodium-dependent serotonin transporter	Ki	=	13.0	nM	7.89	DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind...	-
Sodium-dependent serotonin transporter	IC50	=	25.0	nM	7.6	DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind...	-
Muscarinic acetylcholine receptor M4	Ki	=	276.0	nM	6.56	DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M1	Ki	=	333.0	nM	6.48	DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M3	Ki	=	547.0	nM	6.26	DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Sigma non-opioid intracellular receptor 1	Ki	=	697.0	nM	6.16	DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol)	-
Muscarinic acetylcholine receptor M5	Ki	=	749.0	nM	6.13	DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Sodium-dependent dopamine transporter	Ki	=	739.0	nM	6.13	DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55)	-
Sodium-dependent dopamine transporter	IC50	=	931.0	nM	6.03	DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55)	-
5-hydroxytryptamine receptor 2A	Ki	=	1055.0	nM	5.98	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ...	-
Muscarinic acetylcholine receptor M5	IC50	=	1043.0	nM	5.98	DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
5-hydroxytryptamine receptor 2C	Ki	=	1217.0	nM	5.92	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ...	-
Muscarinic acetylcholine receptor M1	IC50	=	1383.0	nM	5.86	DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Sigma non-opioid intracellular receptor 1	IC50	=	1658.0	nM	5.78	DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol)	-
Muscarinic acetylcholine receptor M4	IC50	=	1976.0	nM	5.7	DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Alpha-2B adrenergic receptor	Ki	=	2103.0	nM	5.68	DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin...	-
5-hydroxytryptamine receptor 2C	IC50	=	2322.0	nM	5.63	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ...	-
Muscarinic acetylcholine receptor M2	Ki	=	2487.0	nM	5.6	DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine)	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	467
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
37468498	10.1038/s41467-023-40064-9	Nuclear receptor subfamily 1 group I member 2	3
37468498	10.1038/s41467-023-40064-9	Cannabinoid receptor 1	2
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	2
26948801	10.1016/j.drudis.2016.02.015	Homo sapiens	2
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 1A	2
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2B	2
-	10.6019/CHEMBL4888484	Plasmodium falciparum	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
37468498	10.1038/s41467-023-40064-9	Alpha-2A adrenergic receptor	2
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2A	2
37468498	10.1038/s41467-023-40064-9	Gamma-aminobutyric acid receptor subunit alpha-1	2
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M2	2
37468498	10.1038/s41467-023-40064-9	Progesterone receptor	2
37468498	10.1038/s41467-023-40064-9	Androgen receptor	2
20185316	10.1016/j.bmc.2010.01.068	Plasmodium falciparum	1
20185316	10.1016/j.bmc.2010.01.068	NON-PROTEIN TARGET	1
20185316	10.1016/j.bmc.2010.01.068	Trypanosoma brucei rhodesiense	1

Data from ChEMBL 36 via Core Engine