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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL25
CHEMBL25
Compound Name ASPIRIN
ChEMBL Synonyms Acetosalic Acid | POSTMI 300 | PAYNOCIL | LEVIUS | Equi-Prin | ENPRIN | DISPRIN CV | ANADIN ALL NIGHT | Ecotrin | DURLAZA | BAYER EXTRA STRENGTH ASPIRIN FOR MIGRAINE PAIN | 8-HOUR BAYER | NU-SEALS 600 | DANAMEP | ASPRO CLR | ALKA RAPID | Aspirin | NU-SEALS CARDIO 75 | MICROPIRIN EC | ANGETTES 75 | MEASURIN | Lysine Acetylsalicylate | PLATET | POSTMI 75 | ACETYLSALIC ACID | DISPRIN DIRECT | GENCARDIA | NU-SEALS 75 | MAX STRGH ASPRO CLR | NU-SEALS 300 | PLATET 300 | ACETYLSALICYLIC ACID | Salicylic Acid Acetate
Max Phase 4 (Approved)
Trade Names MAX STRGH ASPRO CLR | NU-SEALS 300 | PLATET 300 | Salicylic Acid Acetate | ANGETTES 75 | MEASURIN | MICROPIRIN EC | ACETYLSALIC ACID | DISPRIN DIRECT | GENCARDIA | NU-SEALS 75 | PLATET | POSTMI 75 | ANADIN ALL NIGHT | DISPRIN CV | ENPRIN | Equi-Prin | LEVIUS | PAYNOCIL | POSTMI 300 | ASPIRIN | Acetosalic Acid | Acetylsalicylic Acid | NU-SEALS CARDIO 75 | ALKA RAPID | ASPRO CLR | DANAMEP | NU-SEALS 600 | 8-HOUR BAYER | BAYER EXTRA STRENGTH ASPIRIN FOR MIGRAINE PAIN | DURLAZA | Ecotrin
Molecular Formula C9H8O4

Additional synonyms for CHEMBL25 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)Oc1ccccc1C(=O)O
Standard InChI InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,( ...
Download InChI
Standard InChI Key BSYNRYMUTXBXSQ-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • FDA Approval Packages
  • HeCaToS 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


CHEMBL25

Molecule Features

CHEMBL25 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AsthmaD001249EFO:0000270asthma3ClinicalTrials
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
FatigueD0052210ClinicalTrials
MelanomaD008545EFO:0000389cutaneous melanoma2ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma2ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia2ClinicalTrials
Psychotic DisordersD011618EFO:0005411schizoaffective disorder3ClinicalTrials
Retinal Vein OcclusionD012170EFO:1001157retinal vein occlusion3ClinicalTrials
SpasmD0130354DailyMed
Venous ThrombosisD020246HP:0004936Venous thrombosis3ClinicalTrials
AdenomaD000236EFO:0000232adenoma3ClinicalTrials
CataractD002386EFO:0001059cataract3ClinicalTrials
Duodenal UlcerD004381EFO:0004607duodenal ulcer2ClinicalTrials
FeverD005334HP:0001945fever4ATC
ATC
ATC
Lupus Erythematosus, SystemicD008180EFO:0002690systemic lupus erythematosus2ClinicalTrials
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
Psychotic DisordersD011618EFO:0005407psychosis3ClinicalTrials
Angina, StableD060050EFO:0003913angina pectoris2ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000707squamous cell carcinoma3ClinicalTrials
Colonic NeoplasmsD003110EFO:1001950colon carcinoma3ClinicalTrials
HIV InfectionsD015658EFO:0000180HIV-1 infection2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia1ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
Hypertension, PulmonaryD006976EFO:0001361pulmonary hypertension2ClinicalTrials
HypertriglyceridemiaD015228EFO:0004211Hypertriglyceridemia1ClinicalTrials
Intracranial AneurysmD002532EFO:0003870brain aneurysm3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials
ThrombosisD013927HP:0004419Recurrent thrombophlebitis4ATC
Abortion, HabitualD000026EFO:1000954habitual abortion3ClinicalTrials
Acute Lung InjuryD055371EFO:0004610acute lung injury2ClinicalTrials
Barrett EsophagusD001471EFO:0000280Barrett's esophagus2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus3ClinicalTrials
HypercholesterolemiaD006937HP:0003124hypercholesterolemia2ClinicalTrials
InfertilityD007246EFO:0000545infertility3ClinicalTrials
Leukoplakia, OralD007972HP:0002745Oral leukoplakia1ClinicalTrials
Nasopharyngeal NeoplasmsD009303EFO:0004252nasopharyngeal neoplasm2ClinicalTrials
OsteonecrosisD010020EFO:0004259osteonecrosis3ClinicalTrials
PregnancyD011247EFO:0002950pregnancy2ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease2ClinicalTrials
Rectal NeoplasmsD012004EFO:1000657rectum cancer2ClinicalTrials
Skin UlcerD012883HP:0200042Skin ulcer3ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence0ClinicalTrials
Acute Coronary SyndromeD054058EFO:0005672acute coronary syndrome3ClinicalTrials
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia1ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease3ClinicalTrials
Colorectal Neoplasms, Hereditary NonpolyposisD003123Orphanet:144Lynch syndrome3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus2ClinicalTrials
Digestive System DiseasesD004066EFO:0000405digestive system disease1ClinicalTrials
Pre-EclampsiaD011225EFO:0000668preeclampsia3ClinicalTrials
Retinal Artery OcclusionD015356EFO:1001154retinal artery occlusion3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
SepsisD018805HP:0100806sepsis2ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia0ClinicalTrials
AdenomaD000236EFO:0005406colorectal adenoma3ClinicalTrials
Cardiomyopathy, HypertrophicD002312EFO:0000538hypertrophic cardiomyopathy3ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus3ClinicalTrials
Esophageal NeoplasmsD004938EFO:0002916esophageal carcinoma3ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme2ClinicalTrials
MeningitisD008581EFO:0000584infectious meningitis2ClinicalTrials
Metabolic SyndromeD024821EFO:0000195metabolic syndrome2ClinicalTrials
PainD010146EFO:0003843pain4ATC
ATC
ATC
ClinicalTrials
DailyMed
Peripheral Arterial DiseaseD058729EFO:0004265peripheral arterial disease3ClinicalTrials
Polycythemia VeraD011087EFO:0002429polycythemia vera3ClinicalTrials
StrokeD020521EFO:0000712stroke3ClinicalTrials
Vascular DiseasesD014652EFO:0004264vascular disease3ClinicalTrials
AtherosclerosisD050197EFO:0003914atherosclerosis3ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
Brain InfarctionD020520EFO:0004277brain infarction3ClinicalTrials
Carotid StenosisD016893EFO:0002615internal carotid artery stenosis2ClinicalTrials
Colitis, UlcerativeD003093EFO:0000729ulcerative colitis3ClinicalTrials
Common ColdD003139EFO:0007214common cold3ClinicalTrials
Coronary DiseaseD003327EFO:0001645coronary heart disease3ClinicalTrials
HeadacheD006261HP:0002315Headache3ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage3ClinicalTrials
HypertensionD006973EFO:0000537hypertension3ClinicalTrials
InflammationD007249MP:0001845inflammation1ClinicalTrials
Lipid Metabolism DisordersD052439Orphanet:309005Disorder of lipid metabolism3ClinicalTrials
Peptic UlcerD010437HP:0004398Peptic ulcer3ClinicalTrials
PeriodontitisD010518EFO:0000649periodontitis2ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury3ClinicalTrials
Adenomatous Polyposis ColiD011125EFO:0000662polyp3ClinicalTrials
Aortic Valve StenosisD001024EFO:0000266aortic stenosis3ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm3ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma3ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma3ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma3ClinicalTrials
Heart DiseasesD006331EFO:0003777heart disease2ClinicalTrials
Intracranial ArteriosclerosisD002537EFO:1000860cerebral atherosclerosis3ClinicalTrials
IschemiaD007511EFO:0000556ischemia2ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder3ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma3ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction3ClinicalTrials
Myocardial IschemiaD017202EFO:1001375Myocardial Ischemia3ClinicalTrials
Ovarian NeoplasmsD010051EFO:0003893ovarian neoplasm2ClinicalTrials
Peripheral Vascular DiseasesD016491EFO:0003875peripheral vascular disease0ClinicalTrials
Placental InsufficiencyD010927EFO:0007443placental insufficiency2ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease3ClinicalTrials
Respiratory Distress Syndrome, AdultD012128EFO:1000637acute respiratory distress syndrome2ClinicalTrials
Rheumatic Heart DiseaseD012214EFO:1001161rheumatic heart disease3ClinicalTrials
Thrombocythemia, EssentialD013920EFO:0000479essential thrombocythemia3ClinicalTrials
Venous ThromboembolismD054556EFO:0004286venous thromboembolism3ClinicalTrials

Clinical Data

ClinicalTrials.gov ASPIRIN
The Cochrane Collaboration ASPIRIN

Metabolites for CHEMBL25

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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 CHEMBL25. 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
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.889
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.872
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.745
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.696
CHEMBL2392 DNA polymerase beta Homo sapiens 0.534
CHEMBL5514 Huntingtin Homo sapiens 0.518
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.456
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.396
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.389
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.354
CHEMBL5567 Luciferin 4-monooxygenase Photinus pyralis 0.277
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.254
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.216



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.887
CHEMBL5847 Aldo-keto reductase family 1 member C2 Homo sapiens 0.804
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.723
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.721
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.686
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.578
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.522
CHEMBL335 Protein-tyrosine phosphatase 1B Homo sapiens 0.419
CHEMBL2392 DNA polymerase beta Homo sapiens 0.418
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.399
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.381
CHEMBL1293316 Relaxin receptor 1 Homo sapiens 0.349
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.309
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.301
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.300
CHEMBL5514 Huntingtin Homo sapiens 0.297
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.275
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.242

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
180.2 180.0423 1.31 2 63.6 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 4 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.48 - 1.4 -1.68 1 13 0.55

Structural Alerts

There are 3 structural alerts for CHEMBL25. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N02 - ANALGESICS
N02B - OTHER ANALGESICS AND ANTIPYRETICS
N02BA - Salicylic acid and derivatives
N02BA01 - acetylsalicylic acid

N - NERVOUS SYSTEM
N02 - ANALGESICS
N02B - OTHER ANALGESICS AND ANTIPYRETICS
N02BA - Salicylic acid and derivatives
N02BA51 - acetylsalicylic acid, combinations excl. psycholeptics

B - BLOOD AND BLOOD FORMING ORGANS
B01 - ANTITHROMBOTIC AGENTS
B01A - ANTITHROMBOTIC AGENTS
B01AC - Platelet aggregation inhibitors excl. heparin
B01AC06 - acetylsalicylic acid

N - NERVOUS SYSTEM
N02 - ANALGESICS
N02B - OTHER ANALGESICS AND ANTIPYRETICS
N02BA - Salicylic acid and derivatives
N02BA71 - acetylsalicylic acid, combinations with psycholeptics

A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AD - Other agents for local oral treatment
A01AD05 - acetylsalicylic acid

ChemSpider ChemSpider:BSYNRYMUTXBXSQ-UHFFFAOYSA-N
DailyMed aspirin
PubChem SID: 144203627 SID: 144209315 SID: 144210466 SID: 170465039 SID: 17389202 SID: 17390036 SID: 174007205 SID: 26747283 SID: 26752858 SID: 47193676 SID: 50105490 SID: 85230910 SID: 87798 SID: 90340586
Wikipedia Aspirin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL25



ACToR 11126-35-5 50-78-2
Atlas aspirin acetylsalicylic acid
BindingDB 22360
Brenda 159662 2261 32748 3100 4779 6476
ChEBI 15365
ChemicalBook CB5114818
DrugBank DB00945
DrugCentral 74
eMolecules 474821
EPA CompTox Dashboard DTXSID5020108
FDA SRS R16CO5Y76E
Guide to Pharmacology 4139
Human Metabolome Database HMDB0001879
IBM Patent System DB938244616517D179E20E04720971A1
KEGG Ligand C01405
LINCS LSM-5288
Mcule MCULE-3199019536
MolPort MolPort-000-871-622
Nikkaji J2.300K
NMRShiftDB 20038075
PDBe AIN
PharmGKB PA448497
PubChem 2244
PubChem: Drugs of the Future 24714725
PubChem: Thomson Pharma 15195166
Selleck aspirin-acetylsalicylic-acid
SureChEMBL SCHEMBL1353
ZINC ZINC000000000053

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