fexofenadine   

GtoPdb Ligand ID: 4819

Synonyms: Allegra® | fexofenadine HCl
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.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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)
InChI Key RWTNPBWLLIMQHL-UHFFFAOYSA-N
Immunopharmacology Disease
Disease X-Refs Comment References
Allergic rhinitis Disease Ontology: DOID:4481
Antihistamine approved for the treatment of the symptoms of seasonal allergies.
Allergic urticaria Disease Ontology: DOID:10612
Antihistamine approved for the treatment of the symptoms of chronic idiopathic urticaria.