cinnarizine   Click here for help

GtoPdb Ligand ID: 9072

Synonyms: R-1575 | Stugeron®
Approved drug PDB Ligand
cinnarizine is an approved drug (UK (1989))
Compound class: Synthetic organic
Comment: Cinnarizine is used primarily for its anti-histaminic activity, but it also has anti-cholinergic and calcium channel blocking effects, which may account for some of its side-effects.The INN record for this drug specifies cinnarizine clofibrate (PubChem CID 6436096). Cinnarizine is the parent molecule of the fluorine derivative flunarizine. Both of these compounds induce parkinsonism as an adverse effect [2,4], likely due to antagonism of D2 receptors by the parent molecules and/or some of their bioactive metabolites [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 6.48
Molecular weight 368.23
XLogP 5.3
No. Lipinski's rules broken 1
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Canonical SMILES c1ccc(cc1)C=CCN1CCN(CC1)C(c1ccccc1)c1ccccc1
Isomeric SMILES c1ccc(cc1)/C=C/CN1CCN(CC1)C(c1ccccc1)c1ccccc1
InChI InChI=1S/C26H28N2/c1-4-11-23(12-5-1)13-10-18-27-19-21-28(22-20-27)26(24-14-6-2-7-15-24)25-16-8-3-9-17-25/h1-17,26H,18-22H2/b13-10+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (1989))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
4272 cinnarizine clofibrate
Synonyms Click here for help
R-1575 | Stugeron®
Database Links Click here for help
BindingDB Ligand 50017657
CAS Registry No. 298-57-7
ChEMBL Ligand CHEMBL43064
DrugBank Ligand DB00568
DrugCentral Ligand 654
GtoPdb PubChem SID 315661157
PubChem CID 1547484
RCSB PDB Ligand N90
Search Google for chemical match using the InChIKey DERZBLKQOCDDDZ-JLHYYAGUSA-N
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UniChem Compound Search for chemical match using the InChIKey DERZBLKQOCDDDZ-JLHYYAGUSA-N
UniChem Connectivity Search for chemical match using the InChIKey DERZBLKQOCDDDZ-JLHYYAGUSA-N