tiagabine   Click here for help

GtoPdb Ligand ID: 4818

Synonyms: ABBOTT-70569 | ABT-569 | Gabitril® | tiagabine hydrochloride
Approved drug
tiagabine is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Tiagabine is classified as a GABA reuptake inhibitor (GRI) as it blocks the GABA transporter 1 (GAT-1; gene symbol SLC6A1).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 97.02
Molecular weight 375.13
XLogP 2.79
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C1CCCN(C1)CCC=C(c1sccc1C)c1sccc1C
Isomeric SMILES OC(=O)[C@@H]1CCCN(C1)CC/C=C(/c1sccc1C)\c1sccc1C
InChI InChI=1S/C20H25NO2S2/c1-14-7-11-24-18(14)17(19-15(2)8-12-25-19)6-4-10-21-9-3-5-16(13-21)20(22)23/h6-8,11-12,16H,3-5,9-10,13H2,1-2H3,(H,22,23)/t16-/m1/s1
InChI Key PBJUNZJWGZTSKL-MRXNPFEDSA-N
No information available.
Summary of Clinical Use Click here for help
Tiagabine is an anticonvulsant medication used in the treatment of partial seizures and as an adjunctive treatment for epilepsy.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The exact mechanism of action of tiagabine is unknown, however it is believed to operate as a selective GABA reuptake inhibitor.
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