tiagabine   

GtoPdb Ligand ID: 4818

Synonyms: ABBOTT-70569 | ABT-569 | Gabitril® | tiagabine hydrochloride
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
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
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
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
IUPAC Name
(3R)-1-[4,4-bis(3-methylthiophen-2-yl)but-3-en-1-yl]piperidine-3-carboxylic acid
International Nonproprietary Names
INN number INN
6306 tiagabine
Synonyms
ABBOTT-70569 | ABT-569 | Gabitril® | tiagabine hydrochloride
Database Links
CAS Registry No. 115103-54-3 (source: Scifinder)
ChEMBL Ligand CHEMBL1027
DrugBank Ligand DB00906
DrugCentral Ligand 2648
GtoPdb PubChem SID 178101520
PubChem CID 60648
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Wikipedia Tiagabine