PAF   Click here for help

GtoPdb Ligand ID: 1831

Synonyms: PAF (C16) | PAF C-16 | platelet activating factor
PDB Ligand Immunopharmacology Ligand
Compound class: Metabolite or derivative
Comment: PAF is an endogenous platelet-activating factor; PAF receptor agonist. PAF-PAFR signalling plays a role in a wide range of biological processes including vasodilation, superoxide formation, cell proliferation, angiogenesis and regulation of the inflammatory response.
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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 7
Hydrogen bond donors 0
Rotatable bonds 26
Topological polar surface area 103.93
Molecular weight 523.36
XLogP 6.51
No. Lipinski's rules broken 2
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 CCCCCCCCCCCCCCCCOCC(OC(=O)C)COP(=O)(OCC[N+](C)(C)C)[O-]
Isomeric SMILES CCCCCCCCCCCCCCCCOC[C@@H](OC(=O)C)COP(=O)(OCC[N+](C)(C)C)[O-]
InChI InChI=1S/C26H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3/t26-/m1/s1
InChI Key HVAUUPRFYPCOCA-AREMUKBSSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
[(2R)-2-acetyloxy-3-hexadecoxypropyl] 2-trimethylazaniumylethyl phosphate
Synonyms Click here for help
PAF (C16) | PAF C-16 | platelet activating factor
Database Links Click here for help
Specialist databases
GPCRdb Ligand PAF
Other databases
CAS Registry No. 74389-68-7
ChEBI CHEBI:44811
ChEMBL Ligand CHEMBL1235246
DrugBank Ligand DB02261
GtoPdb PubChem SID 135651534
PubChem CID 108156
RCSB PDB Ligand PFS
Search Google for chemical match using the InChIKey HVAUUPRFYPCOCA-AREMUKBSSA-N
Search Google for chemicals with the same backbone HVAUUPRFYPCOCA
UniChem Compound Search for chemical match using the InChIKey HVAUUPRFYPCOCA-AREMUKBSSA-N
UniChem Connectivity Search for chemical match using the InChIKey HVAUUPRFYPCOCA-AREMUKBSSA-N
Wikipedia Platelet-activating_factor

Product suppliers

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Tocris
PAF (C16) (links to external site)
Cat. No. 2940