loratadine   Click here for help

GtoPdb Ligand ID: 7216

Synonyms: Claritin® | SCH-29851
Approved drug Immunopharmacology Ligand
loratadine is an approved drug (FDA (1993))
Compound class: Synthetic organic
Comment: Loratidine is an antihistamine; peripheral H1 receptor antagonist; antiallergic agent.
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View more information in the IUPHAR Pharmacology Education Project: loratadine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 42.43
Molecular weight 382.14
XLogP 3.82
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1
Isomeric SMILES CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1
InChI InChI=1S/C22H23ClN2O2/c1-2-27-22(26)25-12-9-15(10-13-25)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-24-21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3
InChI Key JCCNYMKQOSZNPW-UHFFFAOYSA-N
References
1. Cuboni S, Devigny C, Hoogeland B, Strasser A, Pomplun S, Hauger B, Höfner G, Wanner KT, Eder M, Buschauer A et al.. (2014)
Loratadine and analogues: discovery and preliminary structure-activity relationship of inhibitors of the amino acid transporter B(0)AT2.
J Med Chem, 57 (22): 9473-9. [PMID:25318072]
2. Janssens F, Leenaerts J, Diels G, De Boeck B, Megens A, Langlois X, van Rossem K, Beetens J, Borgers M. (2005)
Norpiperidine imidazoazepines as a new class of potent, selective, and nonsedative H1 antihistamines.
J Med Chem, 48 (6): 2154-66. [PMID:15771458]