TIAGABINE

Search structure
Synonyms:
Status: Approved (1997)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N03AG06
UNII: Z80I64HMNP

Structure
InChI Key PBJUNZJWGZTSKL-MRXNPFEDSA-N
Smile Cc1ccsc1C(=CCCN1CCC[C@@H](C(=O)O)C1)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

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H25NO2S2
Molecular Weight 375.56
AlogP 5.04
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 40.54
Molecular species ZWITTERION
Aromatic Rings 2.0
Heavy Atoms 25.0

Pharmacology

Primary Target
GAT1
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 70-2920 41-147 28-55 64-73

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Schizophrenia 3 D012559 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Sleep Apnea, Obstructive 2 D020181 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Alcoholism 1 D000437 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 115103-54-3
ChEBI 9586
ChEMBL CHEMBL1027
DrugBank DB00906
DrugCentral 2648
EPA CompTox DTXSID5023663
FDA SRS Z80I64HMNP
Human Metabolome Database HMDB0015042
Guide to Pharmacology 4818
KEGG C07503
PharmGKB PA451682
PubChem 60648
SureChEMBL SCHEMBL34653
ZINC ZINC000003831531
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