fexofenadine   Click here for help

GtoPdb Ligand ID: 4819

Synonyms: Allegra® | fexofenadine HCl
Approved drug Immunopharmacology Ligand
fexofenadine is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Fexofenadine is a metabolite of terfenadine. Fexofenadine is an antihistamine (histamine H1 receptor antagonist), non-sedating antiallergic agent. The approved drug is a racemic mixture of two enatiomers (CID 9870655) and (CID 6603853). The structure shown here does not specify stereochemistry and represents the mixture.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 81
Molecular weight 501.29
XLogP 5.64
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES OC(=O)C(c1ccc(cc1)C(CCCN1CCC(CC1)C(c1ccccc1)(c1ccccc1)O)O)(C)C
Isomeric SMILES OC(=O)C(c1ccc(cc1)C(CCCN1CCC(CC1)C(c1ccccc1)(c1ccccc1)O)O)(C)C
InChI InChI=1S/C32H39NO4/c1-31(2,30(35)36)25-17-15-24(16-18-25)29(34)14-9-21-33-22-19-28(20-23-33)32(37,26-10-5-3-6-11-26)27-12-7-4-8-13-27/h3-8,10-13,15-18,28-29,34,37H,9,14,19-23H2,1-2H3,(H,35,36)
No information available.
Summary of Clinical Use Click here for help
Fexofenadine is used to treat the symptoms of seasonal allergies and other histamine-dependent conditions.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Fexofenadine is an antagonist of the histamine H1 receptor and blocks the unwanted effects of histamine action.