e-Drug3D

772

TIAGABINE

INN
TIAGABINE

cas 115103-54-3

CLASS

NERVOUS SYSTEM
ANTICONVULSANT
ENHANCE THE ACTIVITY OF GABA
NEUROPROTECTIVE AGENTS

ROUTE (list)

ORAL

ATC code

N03AG06

PK parameters

F 90 PERCENT
Tmax 0.75 HOUR
VD 71.5 LITER (65 KILOGRAM)
Cl 6.5 LITER / HOUR
PPB 96 PERCENT
t1/2 8 HOUR

Solubility

SPARINGLY SOLUBLE IN WATER

Target

TARGET GAMMA AMINOBUTYRIC ACID (GABA) UPTAKE CARRIER

PDB
7Y7Z (CRYO-EM STRUCTURE OF HUMAN GABA TRANSPORTER GAT1 BOUND WITH TIAGABINE IN NACL SOLUTION IN AN INWARD-OPEN STATE AT 3.2 ANGSTROM)

Ligand code = TGI (link to the list of PDB complexes)

Download experimental 3D coordinates of TGI with added hydrogens

DrugCentral

Sodium- and chloride-dependent GABA transporter 1 UNIPROT P30531 SLC6A1

Download SDF file

(3R)-1-[4,4-bis(3-methylthiophen-2-yl)but-3-enyl]piperidine-3-carboxylic acid

Formula:
C20H25NO2S2

Calculated chemical properties:

MW 374.54
NB_atoms 25
XLogP 3.71
PSA 41.117
NB_HD 0
NB_HA 3
fsp3 0.45
Lipinski(0=no;1=yes) 1

FDA
NDA 020646 (pdf not found) INN (TIAGABINE HYDROCHLORIDE) GABITRIL (CEPHALON) APPROVAL= AP YEAR= 1997
NDA 077555 (pdf not found) INN (TIAGABINE HYDROCHLORIDE) TIAGABINE HYDROCHLORIDE (SUN PHARM INDS) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 206857 (pdf not found) INN (TIAGABINE HYDROCHLORIDE) TIAGABINE HYDROCHLORIDE (WILSHIRE PHARMS INC) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 208181 (pdf not found) INN (TIAGABINE HYDROCHLORIDE) TIAGABINE HYDROCHLORIDE (AMNEAL PHARMS CO) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 214816 (pdf not found) INN (TIAGABINE HYDROCHLORIDE) TIAGABINE HYDROCHLORIDE (MSN) APPROVAL= AP YEAR= 2021