| Compound Information | SONAR Target prediction |
| Name: | ACETAMINOPHEN |
| Unique Identifier: | SPE01500101 |
| MolClass: | Checkout models in ver1.5 and ver1.0 |
| Molecular Formula: | |
| Molecular Weight: | 142.091 g/mol |
| X log p: | 7.969 (online calculus) |
| Lipinksi Failures | 1 |
| TPSA | 17.07 |
| Hydrogen Bond Donor Count: | 0 |
| Hydrogen Bond Acceptors Count: | 3 |
| Rotatable Bond Count: | 2 |
| Canonical Smiles: | CC(=O)Nc1ccc(O)cc1 |
| Source: | synthetic |
| Therapeutics: | analgesic, antipyretic |
| Generic_name: | Acetaminophen |
| Chemical_iupac_name: | N-(4-hydroxyphenyl)acetamide |
| Drug_type: | Approved Drug |
| Pharmgkb_id: | PA448015 |
| Kegg_compound_id: | C06804 |
| Drugbank_id: | APRD00252 |
| Melting_point: | 169-170.5oC |
| H2o_solubility: | 14 mg/mL (very slightly soluble in cold water; considerably more soluble in hot water) |
| Logp: | 0.917 |
| Isoelectric_point: | 9.38 |
| Cas_registry_number: | 103-90-2 |
| Mass_spectrum: | http://webbook.nist.gov/cgi/cbook.cgi?Spec=C103902&Index=0&Type=Mass&Large=on |
| Drug_category: | Analgesics, Non-Narcotic; Antipyretics; ATC:N02BE01 |
| Indication: | For temporary relief of fever and minor aches and pains. |
| Pharmacology: | Acetaminophen (USAN) or Paracetamol (INN) is a popular analgesic and antipyretic drug that is used for the relief of fever, headaches, and other minor aches and pains. It is a major ingredient in numerous cold and flu medications and many prescription analgesics. It is extremely safe in standard doses, but because of its wide availability, deliberate or accidental overdoses are not uncommon. Acetaminophen, unlike other common analgesics such as aspirin and ibuprofen, has no anti-inflammatory properties or effects on platelet function, and so it is not a member of the class of drugs known as non-steroidal anti-inflammatory drugs or NSAIDs. In normal doses acetaminophen does not irritate the lining of the stomach nor affect blood coagulation, the kidneys, or the fetal ductus arteriosus (as NSAIDs can). Like NSAIDs and unlike opioid analgesics, acetaminophen does not cause euphoria or alter mood in any way. Acetaminophen and NSAIDs have the benefit of being completely free of problems with addiction, dependence, tolerance and withdrawal. Acetaminophen is used on its own or in combination with pseudoephedrine, dextromethorphan, chlorpheniramine, diphenhydramine, doxylamine, codeine, hydrocodone, or oxycodone. |
| Mechanism_of_action: | Acetaminophen is thought to act primarily in the CNS, increasing the pain threshold by inhibiting both isoforms of cyclooxygenase, COX-1 and COX-2, enzymes involved in prostaglandin (PG) synthesis. Unlike NSAIDs, acetaminophen does not inhibit cyclooxygenase in peripheral tissues and, thus, has no peripheral anti-inflammatory affects. While aspirin acts as an irreversible inhibitor of COX and directly blocks the enzyme-s active site, studies have found that acetaminophen indirectly blocks COX, and that this blockade is ineffective in the presence of peroxides. This might explain why acetaminophen is effective in the central nervous system and in endothelial cells but not in platelets and immune cells which have high levels of peroxides. Studies also report data suggesting that acetaminophen selectively blocks a variant of the COX enzyme that is different from the known variants COX-1 and COX-2. This enzyme is now referred to as COX-3. Its exact mechanism of action is still poorly understood, but future research may provide further insight into how it works. |
| Organisms_affected: | Humans and other mammals |
| Found: 3 active | as graph: single | with analogs | 1 2 3 Next >> |
| Species: | 4932 |
| Condition: | CLA4 |
| Replicates: | 2 |
| Raw OD Value: r im | 0.6106±0.0201525 |
| Normalized OD Score: sc h | 0.8972±0.0196801 |
| Z-Score: | -4.5500±1.04372 |
| p-Value: | 0.0000689862 |
| Z-Factor: | -5.44398 |
| Fitness Defect: | 9.5816 |
| Bioactivity Statement: | Active |
| ps |
| DBLink | Rows returned: 3 |
| 1983 | N-(4-hydroxyphenyl)acetamide |
| 135828 | n/a |
| 4301564 | 4-acetamidophenolate |
| internal high similarity DBLink | Rows returned: 0 |
| active | Cluster 11648 | Additional Members: 26 | Rows returned: 0 |
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