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
SMILES / InChI / InChIKey
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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
InChI Key WUZYKBABMWJHDL-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (2007))
IUPAC Name Click here for help
8-chloro-11-[1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene]-5,6-dihydrobenzo[1,2]cyclohepta[2,4-b]pyridine
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
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
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