levocabastine   Click here for help

GtoPdb Ligand ID: 1586

Synonyms: levocobastine | Livostin®
Approved drug
levocabastine is an approved drug (FDA (1993))
Compound class: Synthetic organic
Comment: In addition to acting at the histamine H1 receptor, levocabastine is also a selective antagonist for the neurotensin receptor NTS2, and has been used to characterise the different receptor subtypes [5,5]. This ligand is represented on PubChem by CID 54385.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 64.33
Molecular weight 420.22
XLogP 5.03
No. Lipinski's rules broken 1
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Canonical SMILES N#CC1(CCC(CC1)N1CCC(C(C1)C)(C(=O)O)c1ccccc1)c1ccc(cc1)F
Isomeric SMILES N#C[C@@]1(CC[C@@H](CC1)N1CC[C@]([C@@H](C1)C)(C(=O)O)c1ccccc1)c1ccc(cc1)F
InChI InChI=1S/C26H29FN2O2/c1-19-17-29(16-15-26(19,24(30)31)21-5-3-2-4-6-21)23-11-13-25(18-28,14-12-23)20-7-9-22(27)10-8-20/h2-10,19,23H,11-17H2,1H3,(H,30,31)/t19-,23-,25-,26-/m1/s1
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Summary of Clinical Use Click here for help
Used in the treatment of allergic seasonal conjunctivitis, and as a nasal spray for allergic rhinitis. The US FDA website records this drug as 'Discontinued'.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Histamine H1 receptor antagonist which prevents the effects of histamine binding these receptors.