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Compound Detail

CHEMBL1695

TIAGABINE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
Cc1ccsc1C(=CCCN1CCC[C@@H](C(=O)O)C1)c1sccc1C.Cl

Basic Information

ChEMBL ID CHEMBL1695
Name TIAGABINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key YUKARLAABCGMCN-PKLMIRHRSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL1027
Active Moiety CHEMBL1027

Known Names

ABBOTT-70569 HYDROCHLORIDE ABBOTT-70569.1 ABBOTT-70569.HCL ABBOTT-705691 ABT-569 Gabatril Gabitril NNC-05-0328 NNC-050328 NO-05-0328 NO-050328 Tiagabine hcl +1 more
4
Targets
6
Activities
2
Assay Types
0
PK Parameters
20
Publications
13
Known Names
3
Indications
1
Mechanisms

Molecular Properties

375.6
MW (Da)
5.04
ALogP
4
HBA
1
HBD
40.5
PSA (Ų)
0.77
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1997
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral
USAN Stem -gab-
USAN Year 1996

Extended Properties

Molecular Formula C20H26ClNO2S2
MW 412.02
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.62

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
GABA transporter 1 inhibitor INHIBITOR Sodium- and chloride-dependent GABA transporter 1

Indications

Seizures Anxiety Anxiety Disorders

Activity Summary

IC50 5 meas. best 7.31
Ki 1 meas. best 7.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium- and chloride-dependent GABA transporter 1
CHEMBL1903
IC50 7.31 7.31 49.0 1
Sodium- and chloride-dependent GABA transporter 1
CHEMBL4054
IC50 7.17 7.17 67.0 1
Sodium- and chloride-dependent GABA transporter 1
CHEMBL4054
Ki 7.17 7.17 67.0 1
Unchecked
CHEMBL612545
IC50 7.17 7.17 67.0 2
Sodium- and chloride-dependent GABA transporter 1
CHEMBL5445
IC50 7.1 7.1 80.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23886812 10.1016/j.bmc.2013.06.063 Mus musculus 6
10543872 10.1021/jm980492e GABA transporter 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
11405652 10.1021/jm990513k GABA transporter 2
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
8510100 10.1021/jm00064a005 Unchecked 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513141 Escherichia coli 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
23886812 10.1016/j.bmc.2013.06.063 Sodium- and chloride-dependent GABA transporter 1 1
17517506 10.1016/j.bmcl.2007.04.010 Sodium- and chloride-dependent GABA transporter 1 1
10479278 10.1021/jm981027k Unchecked 1
10479278 10.1021/jm981027k GABA transporter 1
10479278 10.1021/jm981027k Sodium- and chloride-dependent GABA transporter 1 1
10543872 10.1021/jm980492e Sodium- and chloride-dependent GABA transporter 1 1
8510100 10.1021/jm00064a005 No relevant target 1

Data from ChEMBL 36 via Core Engine