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Compound Detail

CHEMBL1659

CHLORPHENIRAMINE MALEATE
💊 Approved Drug
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💊 Approved Drug
CN(C)CCC(c1ccc(Cl)cc1)c1ccccn1.O=C(O)/C=C\C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1659
Name CHLORPHENIRAMINE MALEATE
Phase Approved
Structure Type MOL
InChI Key DBAKFASWICGISY-BTJKTKAUSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL505
Active Moiety CHEMBL505

Known Names

(+)-chlorpheniramine maleate Allercalm allergy relief Allerief Alunex Antagonate Calimal Chlor-trimeton Chlorphenamine hydrogen maleate Chlorphenamine maleate Chlorphenamini hydrogenomaleas Chlorpheniramine maleate Chlorpheniramine maleate component of advil allergy sinus +18 more
2
Targets
9
Activities
1
Assay Types
0
PK Parameters
20
Publications
30
Known Names
13
Indications
1
Mechanisms

Molecular Properties

274.8
MW (Da)
3.82
ALogP
2
HBA
0
HBD
16.1
PSA (Ų)
0.82
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1950
Availability OTC
Chirality Racemic

Routes of Administration

Oral Parenteral

Extended Properties

Molecular Formula C20H23ClN2O4
MW 390.87
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -1.38

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Histamine H1 receptor antagonist ANTAGONIST Histamine H1 receptor ✓ ✓

Indications

Back Pain Common Cold Cough Fever Headache Hypersensitivity Nasal Obstruction Pain Pharyngitis Rhinitis, Allergic, Seasonal Rhinitis, Allergic, Seasonal Sinusitis Sunburn

Activity Summary

IC50 9 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H1 receptor
CHEMBL3943
 IC50 7.92 7.92 12.0 1
Plasmodium falciparum
CHEMBL364
 IC50 6.4 5.7429 398.1 7

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H1 receptor IC50 = 12.0 nM 7.92 In vitro inhibition of histamine-induced contractions in guinea pig ileum 2879912
Plasmodium falciparum IC50 = 398.11 nM 6.4 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1000.0 nM 6.0 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1000.0 nM 6.0 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 1258.93 nM 5.9 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 5011.87 nM 5.3 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 6309.57 nM 5.2 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.1007/s00044-012-0243-3 Mus musculus 4
18031870 10.1016/j.ejmech.2007.10.001 Mus musculus 3
31740050 10.1016/j.ejmech.2019.111863 Mus musculus 2
15780625 10.1016/j.bmcl.2005.02.016 Oryctolagus cuniculus 2
17417631 10.1038/nchembio873 Unchecked 2
- 10.1007/s00044-012-0243-3 Cavia porcellus 2
- 10.1007/s00044-012-0100-4 Histamine H1 receptor 1
- 10.6019/CHEMBL4513141 Escherichia coli 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
27112448 10.1016/j.bmc.2016.03.031 Sus scrofa 1
2879912 10.1021/jm00157a010 Histamine H1 receptor 1
- 10.1007/s00044-012-0100-4 Mus musculus 1
20843939 10.1124/dmd.110.035113 Hepatotoxicity 1
20553011 10.1021/tx1000865 Hepatotoxicity 1
18031870 10.1016/j.ejmech.2007.10.001 Cavia porcellus 1

Data from ChEMBL 36 via Core Engine