choline   Click here for help

GtoPdb Ligand ID: 4551

PDB Ligand
Compound class: Metabolite
Comment: Choline is a component of several INN-assigned drugs
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 1
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 20.23
Molecular weight 104.11
XLogP -0.84
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 OCC[N+](C)(C)C
Isomeric SMILES OCC[N+](C)(C)C
InChI InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1
InChI Key OEYIOHPDSNJKLS-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 Metabolite
IUPAC Name Click here for help
(2-hydroxyethyl)trimethylazanium
International Nonproprietary Names Click here for help
INN number INN
442 choline chloride
8868 choline fenofibrate
1322 choline gluconate
1938 choline salicylate
757 choline theophyllinate
Database Links Click here for help
CAS Registry No. 62-49-7 (source: Scifinder)
ChEBI CHEBI:15354
ChEMBL Ligand CHEMBL920
DrugBank Ligand DB00122
DrugCentral Ligand 3097
GtoPdb PubChem SID 178101272
PubChem CID 305
RCSB PDB Ligand CHT
Search Google for chemical match using the InChIKey OEYIOHPDSNJKLS-UHFFFAOYSA-N
Search Google for chemicals with the same backbone OEYIOHPDSNJKLS
Search PubMed clinical trials choline theophyllinate
Search PubMed titles choline theophyllinate
Search PubMed titles/abstracts choline theophyllinate
UniChem Compound Search for chemical match using the InChIKey OEYIOHPDSNJKLS-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey OEYIOHPDSNJKLS-UHFFFAOYSA-N
Wikipedia Choline