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2-Butynoic acid   Click here for help

GtoPdb Ligand ID: 12862

Synonyms: compound 15 [PMID: 21220428] | SCA15 [1] | small carboxylic acid 15 [1] | tetrolic acid
Compound class: Synthetic organic
Comment: 2-Butynoic acid is reported as acting as a FFA2 receptor agonist [1-2].
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 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.

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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 37.3
Molecular weight 84.07
XLogP 0.79
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
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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.

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/)

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Canonical SMILES CC#CC(=O)O
Isomeric SMILES CC#CC(=O)O
InChI InChI=1S/C4H4O2/c1-2-3-4(5)6/h1H3,(H,5,6)
InChI Key LUEHNHVFDCZTGL-UHFFFAOYSA-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/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
but-2-ynoic acid
Synonyms Click here for help
compound 15 [PMID: 21220428] | SCA15 [1] | small carboxylic acid 15 [1] | tetrolic acid
Database Links Click here for help
ChEMBL Ligand CHEMBL4073377
GtoPdb PubChem SID 485205983
PubChem CID 68535
Search Google for chemical match using the InChIKey LUEHNHVFDCZTGL-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LUEHNHVFDCZTGL
UniChem Compound Search for chemical match using the InChIKey LUEHNHVFDCZTGL-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey LUEHNHVFDCZTGL-UHFFFAOYSA-N