Details of the Drug

General Information of Drug (ID: DMRZAQW)

Drug Name
PAF
Synonyms
Platelet activating factor; PAF (C16); Platelet-activating factor; 74389-68-7; C16-PAF; 1-O-Hexadecyl-2-acetyl-sn-glycero-3-phosphocholine; Hag-PC; APRL; Hexadecyl-paf-acether; Platelet-activating factor C16; 1-O-Hexadecyl-platelet-activating factor; PAF C-16; 1-O-Hexadecyl-2-O-acetyl-sn-glyceryl-3-phosphorylcholine; 1-O-Hexadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine; 1-Hexadecyl-2-acetyl-glycero-3-phosphocholine; C16-PAF acether; 1-Hexadecyl-2-acetyl-sn-glycero-3-phosphocholine; Blood platelet-activating factor; platelet activating factor; [3H]PAF
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 3 Molecular Weight (mw) 523.7
Logarithm of the Partition Coefficient (xlogp) 6.5
Rotatable Bond Count (rotbonds) 26
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 7
Chemical Identifiers
Formula
C26H54NO7P
IUPAC Name
[(2R)-2-acetyloxy-3-hexadecoxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
Canonical SMILES
CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)C
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
InChIKey
HVAUUPRFYPCOCA-AREMUKBSSA-N
Cross-matching ID
PubChem CID
108156
ChEBI ID
CHEBI:44811
CAS Number
74389-68-7
UNII
42EWD89I80
DrugBank ID
DB02261
TTD ID
D04FHG

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Platelet-activating factor receptor (PTAFR) TTQL5VC PTAFR_HUMAN Agonist [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
C-C chemokine receptor type 2 (CCR2) OTQ7T10J CCR2_HUMAN Gene/Protein Processing [3]
C-C motif chemokine 2 (CCL2) OTAD2HEL CCL2_HUMAN Protein Interaction/Cellular Processes [4]
C-reactive protein (CRP) OT0RFT8F CRP_HUMAN Gene/Protein Processing [3]
Collagenase 3 (MMP13) OTY8BZIE MMP13_HUMAN Gene/Protein Processing [3]
CX3C chemokine receptor 1 (CX3CR1) OTIM9XT8 CX3C1_HUMAN Gene/Protein Processing [3]
E-selectin (SELE) OT33RZWY LYAM2_HUMAN Gene/Protein Processing [3]
Early growth response protein 1 (EGR1) OTCP6XGZ EGR1_HUMAN Gene/Protein Processing [3]
Integrin alpha-M (ITGAM) OTAG6HWU ITAM_HUMAN Gene/Protein Processing [5]
Interleukin-1 alpha (IL1A) OTPSGILV IL1A_HUMAN Gene/Protein Processing [3]
Interleukin-1 beta (IL1B) OT0DWXXB IL1B_HUMAN Gene/Protein Processing [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Platelet-activating factor receptor (PTAFR) DTT PTAFR 3.53E-02 0.33 2.12
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 1833).
2 Identification of transmembrane domain residues determinant in the structure-function relationship of the human platelet-activating factor receptor by site-directed mutagenesis. J Biol Chem. 1996 Sep20;271(38):23298-303.
3 Oxidized phospholipid: POVPC binds to platelet-activating-factor receptor on human macrophagesImplications in atherosclerosis. Atherosclerosis. 2006 Oct;188(2):433-43.
4 Activation of PAF receptor by oxidised LDL in human monocytes stimulates chemokine releases but not urokinase-type plasminogen activator expression. Clin Chim Acta. 2004 Jun;344(1-2):163-71. doi: 10.1016/j.cccn.2004.02.030.
5 Platelet-leukocyte cross talk in whole blood. Arterioscler Thromb Vasc Biol. 2000 Dec;20(12):2702-8. doi: 10.1161/01.atv.20.12.2702.