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Compound Detail

CHEMBL914

FEXOFENADINE
💊 Approved Drug
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💊 Approved Drug
CC(C)(C(=O)O)c1ccc(C(O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1

Basic Information

ChEMBL ID CHEMBL914
Name FEXOFENADINE
Phase Approved
Structure Type MOL
InChI Key RWTNPBWLLIMQHL-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Fexofenadina Fexofenadine Telfast
2
Targets
14
Activities
2
Assay Types
17
PK Parameters
20
Publications
3
Known Names
12
Indications

Molecular Properties

501.7
MW (Da)
5.51
ALogP
4
HBA
3
HBD
81.0
PSA (Ų)
0.34
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability OTC
Chirality Racemic

Routes of Administration

Oral

Flags

Natural Product
USAN Year 1995

Extended Properties

Molecular Formula C32H39NO4
MW 501.67
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -0.33

Indications

Hypersensitivity Asthma Diabetic Nephropathies Pruritus Rhinitis, Allergic, Seasonal Dermatitis, Atopic Edema Gastroesophageal Reflux Rhinitis, Allergic, Perennial Arthritis, Rheumatoid Carcinoma, Non-Small-Cell Lung Prostatic Neoplasms

ATC Classification

R06AX26
fexofenadine
Level 1: RESPIRATORY SYSTEM
Level 2: ANTIHISTAMINES FOR SYSTEMIC USE

Activity Summary

IC50 12 meas. best 7.82
Ki 2 meas. best 7.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H1 receptor
CHEMBL231
IC50 7.82 7.2875 15.0 4
Histamine H1 receptor
CHEMBL231
Ki 7.57 7.57 27.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.67 4.595 21379.6 8
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
Ki 4.64 4.64 23000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 42.11 mL.min-1.kg-1 Rattus norvegicus
CL 8.0 mL.min-1.kg-1 Rattus norvegicus
CL 4.0 mL.min-1.kg-1 Homo sapiens
CL 1.4 mL.min-1.kg-1 Homo sapiens
CL 117.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 17.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 6.0 mL.min-1.kg-1 Macaca fascicularis
CL 1.3 mL.min-1.kg-1 Homo sapiens
F 30.0 % Homo sapiens
F 30.0 % Homo sapiens
Fu 0.78 - Homo sapiens
Fu 0.00301 - Macaca fascicularis
Fu 0.00421 - Homo sapiens
T1/2 18.3 hr Homo sapiens
Vd 5.6 L.kg-1 -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H1 receptor IC50 = 15.0 nM 7.82 Inhibition of histamine H1 receptor (unknown origin) 25494650
Histamine H1 receptor Ki = 27.0 nM 7.57 Displacement of [3H]pyrilamine from human recombinant histamine H1 receptor expr... 19660947
Histamine H1 receptor IC50 = 78.0 nM 7.11 Displacement of [3H]pyrilamine from human recombinant histamine H1 receptor expr... 19362477
Histamine H1 receptor IC50 = 78.0 nM 7.11 Inhibition of histamine H1 receptor 19362477
Histamine H1 receptor IC50 = 78.0 nM 7.11 Displacement of [3H]pyrilamine from human histamine H1 receptor expressed in CHO... 21470866
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 21570.0 nM 4.67 K+ channel blocking activity in human embryonic kidney cells expressing HERG Kv1... 12190308
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 21379.62 nM 4.67 Inhibition of human voltage-gated potassium channel subunit Kv11.1 (ERG K+ chann... 15745831
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 21379.62 nM 4.67 Inhibition of human ERG in MCF7 cells 19110341
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 23000.0 nM 4.64 Inhibition of K+ channel activity in CHO cells expressing HERG Kv11.1 12729675
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 23000.0 nM 4.64 Inhibition of human ERG potassium channel in HEK293 cells by patch clamp assay 16931010
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 22908.68 nM 4.64 Inhibition of human ERG 21185626
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 23000.0 nM 4.64 Inhibition of human Erg expressed in HEK293 cells assessed as rubidium efflux af... 22542010
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 23000.0 nM 4.64 Inhibition of human ERG channel 25494650
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 65000.0 nM 4.19 Inhibition of human ERG expressed in HEK293 cells by whole cell patch clamp meth... 19260734

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 90
31158845 10.1038/s41586-019-1291-3 ADMET 59
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
21051535 10.1124/dmd.110.034629 ADMET 9
10421612 - ATP-dependent translocase ABCB1 9
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
32985885 10.1021/acs.jmedchem.0c01033 ADMET 7
- 10.1039/C6MD00235H Solute carrier organic anion transporter family member 2B1 6
- 10.6019/CHEMBL3301361 ADMET 5
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 4
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 4
21470866 10.1016/j.bmc.2011.03.003 Mus musculus 4
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 3
22593038 10.1124/dmd.112.045732 Hepatocyte 3
19362477 10.1016/j.bmcl.2009.03.124 Mus musculus 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
- 10.6019/CHEMBL3301361 No relevant target 3
19660947 10.1016/j.bmcl.2009.07.047 Cavia porcellus 3

Data from ChEMBL 36 via Core Engine