methylcarbamyl PAF   Click here for help

GtoPdb Ligand ID: 3427

Synonyms: mc-PAF | methyl-carbamyl platelet-activating factor
Compound class: Synthetic organic
Comment: mc-PAF is a metabolically stable analogue of PAF

methylcarbamyl PAF 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 8
Hydrogen bond donors 1
Rotatable bonds 27
Topological polar surface area 115.96
Molecular weight 538.37
XLogP 6.15
No. Lipinski's rules broken 2

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 CCCCCCCCCCCCCCCCOCC(OC(=O)NC)COP(=O)(OCC[N+](C)(C)C)[O-]
Isomeric SMILES CCCCCCCCCCCCCCCCOC[C@@H](OC(=O)NC)COP(=O)(OCC[N+](C)(C)C)[O-]
InChI InChI=1S/C26H55N2O7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-32-23-25(35-26(29)27-2)24-34-36(30,31)33-22-20-28(3,4)5/h25H,6-24H2,1-5H3,(H-,27,29,30,31)/t25-/m1/s1
InChI Key FNFHZBKBDFRYHS-RUZDIDTESA-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 Synthetic organic
IUPAC Name Click here for help
[(2R)-3-hexadecoxy-2-(methylcarbamoyloxy)propyl] 2-trimethylazaniumylethyl phosphate
Synonyms Click here for help
mc-PAF | methyl-carbamyl platelet-activating factor
Database Links Click here for help
Specialist databases
GPCRdb Ligand methylcarbamyl PAF
Other databases
CAS Registry No. 91575-58-5 (source: Scifinder)
ChEMBL Ligand CHEMBL1599651
GtoPdb PubChem SID 135651517
PubChem CID 124663
Search Google for chemical match using the InChIKey FNFHZBKBDFRYHS-RUZDIDTESA-N
Search Google for chemicals with the same backbone FNFHZBKBDFRYHS
UniChem Compound Search for chemical match using the InChIKey FNFHZBKBDFRYHS-RUZDIDTESA-N
UniChem Connectivity Search for chemical match using the InChIKey FNFHZBKBDFRYHS-RUZDIDTESA-N

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MedChemExpress
Carbamyl-PAF (links to external site)
Cat. No. HY-137257