adenine   Click here for help

GtoPdb Ligand ID: 4788

PDB Ligand
Compound class: Metabolite

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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 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 4
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 80.48
Molecular weight 135.05
XLogP -0.34
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 Nc1ncnc2c1[nH]cn2
Isomeric SMILES Nc1ncnc2c1[nH]cn2
InChI InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
InChI Key GFFGJBXGBJISGV-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
7H-purin-6-amine
Database Links Click here for help
CAS Registry No. 73-24-5 (source: Scifinder)
ChEBI CHEBI:16708
ChEMBL Ligand CHEMBL226345
DrugBank Ligand DB00173
DrugCentral Ligand 89
GtoPdb PubChem SID 178101490
PubChem CID 190
RCSB PDB Ligand ADE
Search Google for chemical match using the InChIKey GFFGJBXGBJISGV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GFFGJBXGBJISGV
UniChem Compound Search for chemical match using the InChIKey GFFGJBXGBJISGV-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GFFGJBXGBJISGV-UHFFFAOYSA-N
Wikipedia Adenine

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MedChemExpress
Adenine (links to external site)
Cat. No. HY-B0152
Adenine (Standard) (links to external site)
Cat. No. HY-B0152R