UCSF

ZINC03831531

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 30th, 2005 25 Yes

Popular Name: Tiagabine Tiagabine

Find On: PubMed — Wikipedia — Google

CAS Numbers: 109857-64-9 , 115103-54-3 , 145821-59-6 , [145821-59-6]

Other Names:

(-)-(R)-1-(4,4-Bis(3-methyl-2-thienyl)-3-butenyl)nipecotic acid

(-)-(R)-1-(4,4-Bis(3-methyl-2-thienyl)-3-butenyl)nipecotic acid, hydrochloride; (-)-(R)-1-[4,4-Bis(3- methyl-2-thienyl)-3-butenyl]nipecotic acid hydrochloride; 3-Piperidinecarboxylic acid, 1-(4,4-bis(3-methyl-2-thienyl)-3-buten-yl)-, hydrochloride, (R)-

(-)-(R)-1-(4,4-Bis(3-methyl-2-thienyl)-3-butenyl)nipecotic acid; 3-Piperidinecarboxylic acid, 1-(4,4-bis(3-methyl-2-thienyl)-3-butenyl)-, (R)-; C20H25NO2S2; LS-114651; N-(4,4-di(3-methylthien-2-yl)but-3-enyl)nipecotic acid; NO 329; NO-328; NO-329; Tiagabi

(3R)-1-[4,4-bis(3-methyl-2-thienyl)but-3-en-1-yl]piperidine-3-carboxylic acid

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

(R)-1-(4,4-Bis(3-methylthiophen-2-yl)but-3-en-1-yl)piperidine-3-carboxylic acid

(R)-Tiagabine

gab-

115103-54-3

115103-54-3; C07503; Tiagabine

115103-54-3; D08588; Gabitril (TN); Tiagabine (INN)

145821-59-6; D02097; Gabitril (TN); Tiagabine hydrochloride (USP)

3-Piperidinecarboxylic acid, 1-(4,4-bis(3-methyl-2-thienyl)-3-butenyl)-, (R)-

A-70569

A-70569-1

A-70569-1; ABT-569; NNC-05-0328; NO-05-0328; ABBOTT-70569.1; ABBOTT-70569.HCl

Abbott-70569

ABBOTT-70569-1

ABT-569

AC-7048

AC1L1TNE

AC1Q5R43

BIDD:GT0018

C07503

C20H25NO2S2

CEP-6671

CHEBI:222170

CHEMBL1027

CID60648

CPD000469176; SAM001246625; TIAGABINE HCl

CPD000469176; SAM001246625; TIAGABINE HCl; tiagabine

CPD000469176; TIAGABINE HCl

D08588

DAP000164

DB00906

FDA)

Gabitril

Gabitril (TN)

HSDB 7527

INN)

INN); Tiagabine HCl (FDA

INN); Tiagabine HCl (USAN

LS-114651

LS-190100

MFCD00865317

MFCD07369025

N-(4,4-di(3-methylthien-2-yl)but-3-enyl)nipecotic acid

NCGC00164626-01

NN-301

NNC-05-0328

NO 329

NO-05-0328

NO-328

NO-329

Tiabex

Tiagabina

Tiagabina [INN-Spanish]

Tiagabina [INN-Spanish];Tiagabinum [INN-Latin]

Tiagabine (BAN

Tiagabine (INN)

TIAGABINE HCL

Tiagabine Hydrochloride

Tiagabine Hydrochloride (FDA

Tiagabine [INN:BAN]

Tiagabine [INN]

Tiagabinehydrochloride

Tiagabinum

Tiagabinum [INN-Latin]

UNII-Z80I64HMNP

USAN

USP

USP)

USP); Tiagabine (BAN

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 4.63 13.64 -49 1 3 0 45 375.559 6 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 2.11e-02 g/l DrugBank-approved
Indications anticonvulsant KeyOrganics Bioactives
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP023505t; 1 hydrogen chloride NIH Clinical Collection via PubChem
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP023505t; SALT: 1 hydrogen chloride NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
SC6A1-1-E GABA Transporter 1 (cluster #1 Of 2), Eukaryotic Eukaryotes 80 0.40 Binding ≤ 10μM
S6A11-1-E GABA Transporter 3 (cluster #1 Of 2), Eukaryotic Eukaryotes 67 0.40 Functional ≤ 10μM
S6A11-1-E GABA Transporter 3 (cluster #1 Of 2), Eukaryotic Eukaryotes 87 0.40 Functional ≤ 10μM
S6A13-1-E GABA Transporter 2 (cluster #1 Of 2), Eukaryotic Eukaryotes 67 0.40 Functional ≤ 10μM
S6A13-1-E GABA Transporter 2 (cluster #1 Of 2), Eukaryotic Eukaryotes 87 0.40 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
SC6A1_MOUSE P31648 GABA Transporter 1, Mouse 131.825674 0.39 Binding ≤ 1μM
SC6A1_HUMAN P30531 GABA Transporter 1, Human 16.9824365 0.44 Binding ≤ 1μM
SC6A1_RAT P23978 GABA Transporter 1, Rat 67 0.40 Binding ≤ 1μM
SC6A1_MOUSE P31648 GABA Transporter 1, Mouse 131.825674 0.39 Binding ≤ 10μM
SC6A1_HUMAN P30531 GABA Transporter 1, Human 16.9824365 0.44 Binding ≤ 10μM
SC6A1_RAT P23978 GABA Transporter 1, Rat 1710 0.32 Binding ≤ 10μM
S6A13_RAT P31646 GABA Transporter 2, Rat 218 0.37 Functional ≤ 10μM
S6A11_RAT P31647 GABA Transporter 3, Rat 218 0.37 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Na+/Cl- dependent neurotransmitter transporters
Reuptake of GABA

Analogs ( Draw Identity 99% 90% 80% 70% )