dyphylline   Click here for help

GtoPdb Ligand ID: 7070

Synonyms: Dilor®
Approved drug Immunopharmacology Ligand
dyphylline is an approved drug (FDA (1951))
Compound class: Metabolite or derivative
Comment: Dyphylline is a bronchodilator and vasodilator.
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 5
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 102.28
Molecular weight 254.1
XLogP 0.17
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 OCC(Cn1cnc2c1c(=O)n(C)c(=O)n2C)O
Isomeric SMILES OCC(Cn1cnc2c1c(=O)n(C)c(=O)n2C)O
InChI InChI=1S/C10H14N4O4/c1-12-8-7(9(17)13(2)10(12)18)14(5-11-8)3-6(16)4-15/h5-6,15-16H,3-4H2,1-2H3
InChI Key KSCFJBIXMNOVSH-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Dyphylline is used to treat the symptoms of asthma, bronchitis, and emphysema.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
CHEMBL report that the molecular targets of this drug are phosphodiesterases 3A and 4 (genes PDE3A, PDE4A, PDE4B, PDE4C and PDE4D) are listed in this database, in the Cyclic nucleotide turnover section. Drug-induced inhibition of phosphodiesterases causes increased cAMP levels, which results in relaxation of the bronchial smooth muscle, and antagonises adenosine receptors. See the DrugBank link for further details.
External links Click here for help
For extended ADME data see the following:

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