L-proline   Click here for help

GtoPdb Ligand ID: 3314

Abbreviated name: L-Pro
PDB Ligand
Compound class: Metabolite

L-proline is commercially available from our sponsors

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 3
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 49.33
Molecular weight 115.06
XLogP -0.18
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 OC(=O)C1CCCN1
Isomeric SMILES OC(=O)[C@@H]1CCCN1
InChI InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
InChI Key ONIBWKKTOPOVIA-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/)
Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
(2S)-pyrrolidine-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6169 proline
Database Links Click here for help
CAS Registry No. 147-85-3 (source: Scifinder)
ChEBI CHEBI:17203
ChEMBL Ligand CHEMBL54922
DrugBank Ligand DB00172
DrugCentral Ligand 4125
GtoPdb PubChem SID 178100348
PubChem CID 145742
RCSB PDB Ligand PRO
Search Google for chemical match using the InChIKey ONIBWKKTOPOVIA-BYPYZUCNSA-N
Search Google for chemicals with the same backbone ONIBWKKTOPOVIA
Search PubMed clinical trials proline
Search PubMed titles proline
Search PubMed titles/abstracts proline
UniChem Compound Search for chemical match using the InChIKey ONIBWKKTOPOVIA-BYPYZUCNSA-N
UniChem Connectivity Search for chemical match using the InChIKey ONIBWKKTOPOVIA-BYPYZUCNSA-N
Wikipedia Proline

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MedChemExpress
L-Proline (links to external site)
Cat. No. HY-Y0252