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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL112
CHEMBL112
Compound Name ACETAMINOPHEN
ChEMBL Synonyms ACEPHEN | Datril | INFANTS' FEVERALL | Tylenol (geltab) | OFIRMEV | TYLENOL | Tylenol (caplet) | APAP | PARACETAMOL | Phenaphen | Acetaminophen | INJECTAPAP | NEOPAP
Max Phase 4 (Approved)
Trade Names Paracetamol | Tylenol (caplet) | OFIRMEV | TYLENOL | ACEPHEN | Datril | INFANTS' FEVERALL | Tylenol (geltab) | NEOPAP | Acetaminophen | INJECTAPAP | Phenaphen
Molecular Formula C8H9NO2

Additional synonyms for CHEMBL112 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)Nc1ccc(O)cc1
Standard InChI InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H, ...
Download InChI
Standard InChI Key RZVAJINKPMORJF-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL112

Molecule Features

CHEMBL112 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:Y Topical:Y Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Anandamide amidohydrolase inhibitor Anandamide amidohydrolase PubMed
Cyclooxygenase inhibitor Cyclooxygenase PubMed PubMed PubMed PubMed PubMed
Vanilloid receptor opener Vanilloid receptor PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
BORDERLINE PERSONALITY DISORDERD001883EFO:0005429BORDERLINE PERSONALITY DISORDER SYMPTOM2ClinicalTrials
COMMON COLDD003139EFO:0007214COMMON COLD4DailyMed
DailyMed
ClinicalTrials
DailyMed
DUCTUS ARTERIOSUS, PATENTD004374HP:0001643PATENT DUCTUS ARTERIOSUS2ClinicalTrials
OSTEOARTHRITIS, HIPD015207EFO:1000786OSTEOARTHRITIS, HIP3ClinicalTrials
OSTEOARTHRITIS, KNEED020370EFO:0004616OSTEOARTHRITIS, KNEE3ClinicalTrials
BRAIN DISEASESD001927EFO:0005774BRAIN DISEASE2ClinicalTrials
DIGESTIVE SYSTEM DISEASESD004066EFO:0000405DIGESTIVE SYSTEM DISEASE2ClinicalTrials
DYSMENORRHEAD004412HP:0100607DYSMENORRHEA4ClinicalTrials
DailyMed
DailyMed
INFLUENZA, HUMAND007251EFO:0001669INFLUENZA INFECTION4DailyMed
MENINGITIS, BACTERIALD016920EFO:1000831BACTERIAL MENINGITIS3ClinicalTrials
OSTEOARTHRITISD010003EFO:0002506OSTEOARTHRITIS3ClinicalTrials
PAIND010146EFO:0003843PAIN4ATC
ATC
DailyMed
DailyMed
DailyMed
ATC
ClinicalTrials
DailyMed
DIABETES MELLITUS, TYPE 1D003922EFO:0001359TYPE I DIABETES MELLITUS2ClinicalTrials
FEVERD005334HP:0001945FEVER4ATC
ATC
ClinicalTrials
ATC
PULPITISD011671EFO:1001139PULPITIS2ClinicalTrials
GLAUCOMAD005901EFO:0000516GLAUCOMA0ClinicalTrials
ARTHRITISD001168EFO:0005856ARTHRITIS4DailyMed
DailyMed
PHARYNGITISD0106124
RENAL COLICD056844EFO:1001412RENAL COLIC2ClinicalTrials
CLEFT PALATED002972HP:0000175CLEFT PALATE2ClinicalTrials
HEMORRHAGED006470MP:0001914HEMORRHAGE2ClinicalTrials
MIGRAINE DISORDERSD008881EFO:0003821MIGRAINE DISORDER4DailyMed
DailyMed
ClinicalTrials
DailyMed
SEPSISD018805EFO:0001420SEPSIS2ClinicalTrials
TOOTHACHED0140984
WOUNDS AND INJURIESD014947EFO:0000546INJURY2ClinicalTrials
HYPERTENSIOND006973EFO:0000537HYPERTENSION2ClinicalTrials
ABDOMINAL PAIND015746HP:0002027ABDOMINAL PAIN3ClinicalTrials
TONSILLITISD014069HP:0011110TONSILLITIS2ClinicalTrials
UTERINE CERVICAL NEOPLASMSD002583EFO:0001416CERVICAL ADENOCARCINOMA2ClinicalTrials

Clinical Data

ClinicalTrials.gov ACETAMINOPHEN
The Cochrane Collaboration ACETAMINOPHEN

Metabolites for CHEMBL112

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL112. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.835
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.821
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.753
CHEMBL3318 Tyrosinase Agaricus bisporus 0.739
CHEMBL4685 Indoleamine 2,3-dioxygenase Homo sapiens 0.724
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.588
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.551
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.513
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.508
CHEMBL3358 Monoamine oxidase A Rattus norvegicus 0.477
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.474
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.424
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.398
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.381
CHEMBL2392 DNA polymerase beta Homo sapiens 0.271
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.231
CHEMBL5102 Vanilloid receptor Rattus norvegicus 0.224



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3318 Tyrosinase Agaricus bisporus 0.979
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.895
CHEMBL4685 Indoleamine 2,3-dioxygenase Homo sapiens 0.807
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.804
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.766
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.754
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.624
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.588
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.557
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.534
CHEMBL5508 Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus 0.408
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.247
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.242
CHEMBL2392 DNA polymerase beta Homo sapiens 0.233
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.229
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.228

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
151.2 151.0633 0.71 1 49.33 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 2 0 3 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.86 1.72 .48 .47 1 11 0.58

Structural Alerts

There are 1 structural alerts for CHEMBL112. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N02 - ANALGESICS
N02B - OTHER ANALGESICS AND ANTIPYRETICS
N02BE - Anilides
N02BE71 - paracetamol, combinations with psycholeptics

N - NERVOUS SYSTEM
N02 - ANALGESICS
N02B - OTHER ANALGESICS AND ANTIPYRETICS
N02BE - Anilides
N02BE01 - paracetamol

N - NERVOUS SYSTEM
N02 - ANALGESICS
N02B - OTHER ANALGESICS AND ANTIPYRETICS
N02BE - Anilides
N02BE51 - paracetamol, combinations excl. psycholeptics

ChemSpider ChemSpider:RZVAJINKPMORJF-UHFFFAOYSA-N
DailyMed acetaminophen
PubChem SID: 104171293 SID: 11112253 SID: 11114188 SID: 124882135 SID: 144209128 SID: 144210420 SID: 170466797 SID: 17390068 SID: 174007306 SID: 26747171 SID: 56422763
Wikipedia Paracetamol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL112



ACToR 103-90-2
Atlas acetaminophen paracetamol
BindingDB 26197
Brenda 69698 111336 111608 2541 19996 7459 111868 114965 143804
ChEBI 46195
DrugBank DB00316
DrugCentral 52
eMolecules 474380 27677450
EPA CompTox Dashboard DTXSID2020006
FDA SRS 362O9ITL9D
Guide to Pharmacology 5239
Human Metabolome Database HMDB0001859
IBM Patent System 83F8888F1F88128AA0B368FAC06BBA5A
KEGG Ligand C06804
LINCS LSM-5533
Mcule MCULE-3844920617
Metabolights MTBLC46195
MolPort MolPort-000-150-777
Nikkaji J4.025H
NMRShiftDB 89614
PDBe TYL
PharmGKB PA448015
PubChem 1983
PubChem: Drugs of the Future 24714721
PubChem: Thomson Pharma 15321628
SureChEMBL SCHEMBL3480 SCHEMBL19474893
ZINC ZINC000013550868

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/RZVAJINKPMORJF-UHFFFAOYSA-N spacer
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