flunarizine   Click here for help

GtoPdb Ligand ID: 12488

Synonyms: R-14950 | R14950 | Sibelium®
Approved drug
flunarizine is an approved drug
Compound class: Synthetic organic
Comment: Flunarizine has been demonstrated to exhibit multiple activities [4]: calcium entry blocker [2,6] with calmodulin binding properties, histamine H1 receptor antagonism, dopamine D2 receptor antagonism. It is a fluorine derivative of cinnarizine. Both of these compounds induce parkinsonism as an adverse effect [3,9], likely due to antagonism of D2 receptors by the parent molecules and/or some of their bioactive metabolites [5].
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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 404.5
XLogP 3.01
No. Lipinski's rules broken 0
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Canonical SMILES C1=CC=C(C=C1)/C=C/CN2CCN(CC2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F
Isomeric SMILES C1CN(CCN1C/C=C/C2=CC=CC=C2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F
InChI InChI=1S/C26H26F2N2/c27-24-12-8-22(9-13-24)26(23-10-14-25(28)15-11-23)30-19-17-29(18-20-30)16-4-7-21-5-2-1-3-6-21/h1-15,26H,16-20H2/b7-4+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
2686 flunarizine
Synonyms Click here for help
R-14950 | R14950 | Sibelium®
Database Links Click here for help
BindingDB Ligand 50017702
CAS Registry No. 52468-60-7
ChEMBL Ligand CHEMBL30008
DrugBank Ligand DB04841
GtoPdb PubChem SID 479821278
PubChem CID 941361
Search Google for chemical match using the InChIKey SMANXXCATUTDDT-QPJJXVBHSA-N
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UniChem Compound Search for chemical match using the InChIKey SMANXXCATUTDDT-QPJJXVBHSA-N
UniChem Connectivity Search for chemical match using the InChIKey SMANXXCATUTDDT-QPJJXVBHSA-N