aspirin   Click here for help

GtoPdb Ligand ID: 4139

Synonyms: Acetophen® | acetylsalicylic acid | Aspirin®
Approved drug PDB Ligand Immunopharmacology Ligand
aspirin is an approved drug (FDA (no history prior to 1965))
Compound class: Synthetic organic
Comment: Aspirin is the prototypical cyclooxygenase inhibitor and inhibits the biosynthesis of prostaglandins. Aspirin acid also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 63.6
Molecular weight 180.04
XLogP 1.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)Oc1ccccc1C(=O)O
Isomeric SMILES CC(=O)Oc1ccccc1C(=O)O
InChI InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)
InChI Key BSYNRYMUTXBXSQ-UHFFFAOYSA-N
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
ASIC3 Hs Channel blocker - 4.0 pIC50 - 3
pIC50 4.0 (IC50 9.2x10-5 M) sustained component [3]
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
COX-2 Primary target of this compound Hs Inhibitor Inhibition 5.6 pIC50 - 2
pIC50 5.6 (IC50 2.4x10-6 M) [2]
COX-1 Primary target of this compound Hs Inhibitor Inhibition 3.3 pIC50 - 1
pIC50 3.3 (IC50 5.601x10-4 M) [1]
Ligand mentioned in the following text fields