GABA   Click here for help

GtoPdb Ligand ID: 1067

Synonyms: γ-amino butyric acid | 4-aminobutyric acid | gamma-aminobutyric acid
PDB Ligand
Compound class: Metabolite or derivative
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

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2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 63.32
Molecular weight 103.06
XLogP -0.67
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES NCCCC(=O)O
Isomeric SMILES NCCCC(=O)O
InChI InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
InChI Key BTCSSZJGUNDROE-UHFFFAOYSA-N
Natural/Endogenous Targets
Target
GABAA receptor α1 subunit
GABAA receptor α2 subunit
GABAA receptor α3 subunit
GABAA receptor α4 subunit
GABAA receptor α5 subunit
GABAA receptor α6 subunit
GABAA receptor β1 subunit
GABAA receptor β2 subunit
GABAA receptor β3 subunit
GABAA receptor δ subunit
GABAA receptor ε subunit
GABAA receptor γ1 subunit
GABAA receptor γ2 subunit
GABAA receptor γ3 subunit
GABAA receptor π subunit
GABAA receptor ρ1 subunit
GABAA receptor ρ2 subunit
GABAA receptor ρ3 subunit
GABAA receptor θ subunit
GABAB1
GABAB receptor
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
Glutamic acid decarboxylase 1 4.1.1.15 L-glutamic acid + H+ -> GABA + CO2
Glutamic acid decarboxylase 2 4.1.1.15 L-glutamic acid + H+ -> GABA + CO2
4-aminobutyrate aminotransferase 2.6.1.19 GABA + α-ketoglutaric acid = L-glutamic acid + 4-oxobutanoate
aldehyde dehydrogenase 9 family member A1 1.2.1.19 4-Aminobutanal + NAD + H2O = GABA + NADH + H+
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
GAT1
GAT2
GAT3
BGT1
TauT 1
Vesicular inhibitory amino acid transporter 6
Proton-coupled Amino acid Transporter 1 8
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GABAB receptor Ligand is endogenous in the given species Hs Agonist Full agonist 4.1 – 6.7 pKi - 4,9
⤷ pKi 4.1 – 6.7 [4,9]
GABAB receptor Ligand is endogenous in the given species Rn Agonist Full agonist 8.3 pIC50 - 3
⤷ pIC50 8.3 [3]
GABAB1 Ligand is endogenous in the given species Rn Agonist Full agonist 4.5 – 4.6 pIC50 - 5
⤷ pIC50 4.5 – 4.6 [5]
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Glycine Receptor (All subtypes) Rn Agonist Partial agonist 0.0 – 1.2 pEC50 - 2,7
⤷ pEC50 0.0 – 1.2 [2,7]
Ligand mentioned in the following text fields
GABA transporter subfamily overview
SLC32 vesicular inhibitory amino acid transporter overview
SLC6 neurotransmitter transporter family overview
GABA transporter subfamily comments
GABAB receptors comments