theophylline   Click here for help

GtoPdb Ligand ID: 413

Synonyms: Nuelin® | Slo-Bid® | Theolair®
Approved drug PDB Ligand Immunopharmacology Ligand
theophylline is an approved drug (FDA (1976))
Compound class: Natural product or derivative
Comment: Theophylline the parent compound and component of the approved drug aminophylline. Aminophylline is a drug combination that contains theophylline and ethylenediamine (EDTA) in 2:1 ratio.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

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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 CDK toolkit. 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 1
Rotatable bonds 0
Topological polar surface area 72.68
Molecular weight 180.06
XLogP 1.68
No. Lipinski's rules broken 0
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.

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Canonical SMILES Cn1c(=O)n(C)c2c(c1=O)[nH]cn2
Isomeric SMILES Cn1c(=O)n(C)c2c(c1=O)[nH]cn2
InChI InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)
InChI Key ZFXYFBGIUFBOJW-UHFFFAOYSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1976))
IUPAC Name Click here for help
1,3-dimethyl-7H-purine-2,6-dione
International Nonproprietary Names Click here for help
INN number INN
376 aminophylline
757 choline theophyllinate
2076 guaifylline
Synonyms Click here for help
Nuelin® | Slo-Bid® | Theolair®
Database Links Click here for help
Specialist databases
GPCRdb Ligand theophylline
Other databases
BindingDB Ligand 10847
CAS Registry No. 58-55-9
ChEBI CHEBI:28177
ChEMBL Ligand CHEMBL190
DrugBank Ligand DB00277
DrugCentral Ligand 2620
GtoPdb PubChem SID 135651254
PubChem CID 2153
RCSB PDB Ligand TEP
Search Google for chemical match using the InChIKey ZFXYFBGIUFBOJW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ZFXYFBGIUFBOJW
Search PubMed clinical trials guaifylline
Search PubMed titles guaifylline
Search PubMed titles/abstracts guaifylline
UniChem Compound Search for chemical match using the InChIKey ZFXYFBGIUFBOJW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZFXYFBGIUFBOJW-UHFFFAOYSA-N
Wikipedia Theophylline

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Tocris
Theophylline (links to external site)
Cat. No. 2795