s-allylglycine   Click here for help

GtoPdb Ligand ID: 5267

Synonyms: (S)-2-Allylglycine | L-Allylglycine
PDB Ligand
Compound class: Synthetic organic
Comment: A glutamate decarboxylase inhibitor that blocks GABA biosynthesis.
2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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.

✖
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 63.32
Molecular weight 115.06
XLogP -2.26
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES NC(C(=O)O)CC=C
Isomeric SMILES N[C@H](C(=O)O)CC=C
InChI InChI=1S/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8)/t4-/m0/s1
InChI Key WNNNWFKQCKFSDK-BYPYZUCNSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
β-Cyano-L-alanine
Click here for ligand page
Targets
Cystathionine γ-lyase
D-aspartic acid
Click here for ligand page
Targets
Excitatory amino acid transporter 1; Excitatory amino acid transporter 2; Excitatory amino acid transporter 3; Excitatory amino acid transporter 4; Excitatory amino acid transporter 5; GluN1; GluN2A; GluN2B; GluN2C; GluN2D
L-homocysteine
Click here for ligand page
Targets
Cystathionine β-synthase
[3H]D-aspartic acid
Click here for ligand page
Targets
Excitatory amino acid transporter 1; Excitatory amino acid transporter 2; Excitatory amino acid transporter 3; Excitatory amino acid transporter 4; Excitatory amino acid transporter 5
[3H]L-aspartic acid
Click here for ligand page
Targets
Excitatory amino acid transporter 1; Excitatory amino acid transporter 2; Excitatory amino acid transporter 3; Excitatory amino acid transporter 4; Excitatory amino acid transporter 5
L-asparagine
Click here for ligand page
Targets
Alanine/serine/cysteine transporter 2; B0AT1; B0AT2; Sodium-coupled neutral amino acid transporter 3; Sodium-coupled neutral amino acid transporter 5; sodium-coupled neutral amino acid transporter 1; sodium-coupled neutral amino acid transporter 2; sodium-coupled neutral amino acid transporter 4
L-aspartic acid
Click here for ligand page
Targets
AGC2; CaS receptor; Cation-chloride cotransporter 9; Excitatory amino acid transporter 2; Excitatory amino acid transporter 4; GluN1; GluN2A; GluN2B; GluN2C; GluN2D; Glutamic acid decarboxylase 1; mGlu4 receptor; mGlu5 receptor; mGlu6 receptor; mGlu8 receptor... click on ligand to see complete list