rupatadine   Click here for help

GtoPdb Ligand ID: 10103

Synonyms: Rinialer® | Rupafin® | UR-12592 [2] | UR12592
Approved drug Immunopharmacology Ligand
rupatadine is an approved drug (UK (2007))
Compound class: Synthetic organic
Comment: Rupatadine is a second generation histamine H1 receptor and platelet-activating factor (PAF) receptor antagonist [2,5]. It is selective, long-acting and non-sedating. It was designed as a single structure dual antagonist based on evidence that PAF appears to act alongside histamine in the pathogenesis of the allergic response.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 29.02
Molecular weight 415.18
XLogP 4.12
No. Lipinski's rules broken 0
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Canonical SMILES Cc1cncc(c1)CN1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1
Isomeric SMILES Cc1cncc(c1)CN1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1
InChI InChI=1S/C26H26ClN3/c1-18-13-19(16-28-15-18)17-30-11-8-20(9-12-30)25-24-7-6-23(27)14-22(24)5-4-21-3-2-10-29-26(21)25/h2-3,6-7,10,13-16H,4-5,8-9,11-12,17H2,1H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (2007))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
7443 rupatadine
Synonyms Click here for help
Rinialer® | Rupafin® | UR-12592 [2] | UR12592
Database Links Click here for help
Specialist databases
GPCRdb Ligand rupatadine
Other databases
BindingDB Ligand 50036935
CAS Registry No. 158876-82-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL91397
DrugCentral Ligand 2413
GtoPdb PubChem SID 381118813
PubChem CID 133017
Search Google for chemical match using the InChIKey WUZYKBABMWJHDL-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey WUZYKBABMWJHDL-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WUZYKBABMWJHDL-UHFFFAOYSA-N