Acetylcysteine
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Also known as A-cysAcc-600AcetadoteAcetilcisteinaAcetyl cysteineAirbronBroncholysinCetylevEn-cysFabrolFluimicilFluimucetinFluimucilFluimucil 600Fluimucil longFluimucil nIlubeMercapturic acidMucomyst
Summary
Acetylcysteine (CHEMBL600) is an approved small-molecule antiinfective agent (ATC R05CB01); indicated across 129 conditions including drug-induced liver injury and injury.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- ATC class: R05CB01 (+2 more)
- Indications: 129 conditions
- Clinical trials: 389
- Chemistry: 163.2 Da · C5H9NO3S
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL600 |
| Name | Acetylcysteine |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 12035 |
| ChEBI | CHEBI:28939 |
| ATC | R05CB01, S01XA08, V03AB23 |
| Molecular formula | C5H9NO3S |
| Molecular weight | 163.2 |
| InChIKey | PWKSKIMOESPYIA-BYPYZUCNSA-N |
SMILES: CC(=O)N[C@@H](CS)C(=O)O
IUPAC name: (2R)-2-acetamido-3-sulfanylpropanoic acid
ChEBI definition: An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.
Pharmacological roles (ChEBI): antiinfective agent, antioxidant, antiviral drug, antidote to paracetamol poisoning, vulnerary, mucolytic, radical scavenger, ferroptosis inhibitor, geroprotector.
Other ChEBI roles (chemical / environmental): human metabolite.
Also known as: A-cys, Acc-600, Acetadote, Acetilcisteina, Acetyl cysteine, Acetylcysteine, Airbron, Broncholysin, Cetylev, En-cys, Fabrol, Fluimicil
Parent form; salt/anhydrous children: CHEMBL6068327
Patent coverage: 28,636 distinct patent families (95,016 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.
Targets
Targets
Broader ChEMBL bioactivity targets: 13 (assay-derived). Sample: Microtubule-associated protein tau, Lysine-specific demethylase 4E, Survival motor neuron protein, ATP-dependent DNA helicase Q1, RecQ-like DNA helicase BLM, 4’-phosphopantetheinyl transferase ffp, Thrombopoietin, Thyroid hormone receptor beta, Prostaglandin G/H synthase 2, Muscarinic acetylcholine receptor M1.
Bioactivity
ChEMBL activities: 10 potent at pChembl ≥ 5 of 17 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| ALOX15 | 7.6 | Potency | 25.1 | nM | CHEMBL_ACT_4465698 |
| THRB | 6.25 | Potency | 562.3 | nM | CHEMBL_ACT_3996999 |
| Q63921 | 6.05 | AC50 | 890 | nM | CHEMBL_ACT_25173954 |
| BLM | 6 | Potency | 1000 | nM | CHEMBL_ACT_4741981 |
| BLM | 6 | Potency | 1000 | nM | CHEMBL_ACT_4913872 |
| RECQL | 5.85 | Potency | 1412 | nM | CHEMBL_ACT_4723571 |
| SMN1 | 5.8 | Potency | 1585 | nM | CHEMBL_ACT_3880306 |
| PTGS2 | 5.62 | AC50 | 2400 | nM | CHEMBL_ACT_25165756 |
| NFKB1 | 5.35 | Potency | 4467 | nM | CHEMBL_ACT_3672661 |
| NFKB1 | 5.35 | Potency | 4467 | nM | CHEMBL_ACT_4585397 |
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
129 indications (5 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| drug-induced liver injury | 4 | MONDO:0005359 | EFO:0004228 |
| injury | 4 | MONDO:0021178 | EFO:0000546 |
| eye disorder | 4 | MONDO:0005328 | EFO:0003966 |
| cystic fibrosis | 4 | MONDO:0009061 | MONDO:0009061 |
| common cold | 3 | MONDO:0005709 | EFO:0007214 |
| chronic kidney disease | 3 | MONDO:0005300 | EFO:0003884 |
| idiopathic pulmonary fibrosis | 3 | MONDO:0800504 | EFO:0000768 |
| myocardial infarction | 3 | MONDO:0005068 | EFO:0000612 |
| alcoholic hepatitis | 3 | MONDO:0001505 | EFO:1001345 |
| ischemia reperfusion injury | 3 | MONDO:0005203 | EFO:0002687 |
| atrial fibrillation | 3 | MONDO:0004981 | EFO:0000275 |
| infertility disorder | 3 | MONDO:0005047 | EFO:0000545 |
| bulimia nervosa | 3 | MONDO:0005452 | EFO:0005204 |
| chronic obstructive pulmonary disease | 3 | MONDO:0005002 | EFO:0000341 |
| respiratory system disorder | 3 | MONDO:0005087 | EFO:0000684 |
| cannabis dependence | 3 | MONDO:0005689 | EFO:0007191 |
| sinusitis | 3 | MONDO:0005961 | EFO:0007486 |
| female infertility | 3 | MONDO:0021124 | EFO:0008560 |
| pulmonary fibrosis | 3 | MONDO:0002771 | EFO:0009448 |
| acute kidney injury | 3 | MONDO:0002492 | MONDO:0002492 |
| coronary artery disorder | 3 | MONDO:0005010 | EFO:0001645 |
| mucositis | 3 | MONDO:0020579 | EFO:1001898 |
| severe acute respiratory syndrome | 3 | MONDO:0005091 | MONDO:0100096 |
| acute myocardial infarction | 3 | MONDO:0004781 | EFO:0008583 |
| graft versus host disease | 3 | MONDO:0013730 | MONDO:0013730 |
| hematologic disorder | 3 | MONDO:0005570 | HP:0001871 |
| sickle cell disease | 3 | MONDO:0011382 | MONDO:0011382 |
| retinitis pigmentosa | 3 | MONDO:0019200 | MONDO:0019200 |
| psychotic disorder | 3 | MONDO:0005485 | EFO:0005407 |
| influenza | 3 | MONDO:0005812 | EFO:0007328 |
| psoriasis | 3 | MONDO:0005083 | EFO:1001494 |
| thrombotic disease | 3 | MONDO:0000831 | MONDO:0000831 |
| age-related macular degeneration | 3 | MONDO:0005150 | EFO:0001365 |
| acute liver failure | 3 | MONDO:0019542 | MONDO:0019542 |
| hearing loss disorder | 2 | MONDO:0005365 | EFO:0004238 |
| dry eye syndrome | 2 | MONDO:0006733 | EFO:1000906 |
| melanoma | 2 | MONDO:0005105 | EFO:0000756 |
| kidney disorder | 2 | MONDO:0005240 | EFO:0003086 |
| polycystic ovary syndrome | 2 | MONDO:0008487 | EFO:0000660 |
| post-traumatic stress disorder | 2 | MONDO:0005146 | EFO:0001358 |
| autism | 2 | MONDO:0005260 | EFO:0003758 |
| nicotine dependence | 2 | MONDO:0008575 | EFO:0003768 |
| obsessive-compulsive disorder | 2 | MONDO:0008114 | EFO:0004242 |
| acute lung injury | 2 | MONDO:0015796 | EFO:0004610 |
| Tourette syndrome | 2 | MONDO:0007661 | EFO:0004895 |
| neuralgia | 2 | MONDO:0021667 | EFO:0005762 |
| mental disorder | 2 | MONDO:0005084 | EFO:0000677 |
| cocaine dependence | 2 | MONDO:0005186 | EFO:0002610 |
| pyelonephritis | 2 | MONDO:0006939 | EFO:1001141 |
| methamphetamine dependence | 2 | MONDO:0005419 | EFO:0004701 |
| autoimmune thrombocytopenic purpura | 2 | MONDO:0008558 | EFO:0007160 |
| cutaneous melanoma | 2 | MONDO:0005012 | EFO:0000389 |
| diffuse scleroderma | 2 | MONDO:0005019 | EFO:0000404 |
| bacterial infectious disease with sepsis | 2 | MONDO:0005229 | EFO:0003033 |
| autism spectrum disorder | 2 | MONDO:0005258 | EFO:0003756 |
| myopathy | 2 | MONDO:0005336 | EFO:0004145 |
| chronic bronchitis | 2 | MONDO:0005607 | EFO:0006505 |
| thrombocytopenia | 2 | MONDO:0002049 | HP:0001873 |
| Gaucher disease | 2 | MONDO:0018150 | Orphanet:77259 |
| ST-elevation myocardial infarction | 2 | MONDO:0041656 | EFO:0008585 |
| transposition of the great arteries | 2 | MONDO:0000153 | MONDO:0000153 |
| homocystinuria | 2 | MONDO:0004737 | MONDO:0004737 |
| brain injury | 2 | MONDO:0043510 | MONDO:0043510 |
| hepatic veno-occlusive disease | 2 | MONDO:0019514 | MONDO:0019514 |
| Fuchs’ endothelial dystrophy | 2 | MONDO:0005321 | Orphanet:98974 |
| stroke disorder | 2 | MONDO:0005098 | EFO:0000712 |
| epilepsy | 2 | MONDO:0005027 | EFO:0000474 |
| chronic progressive multiple sclerosis | 2 | MONDO:0005284 | EFO:0003840 |
| bipolar disorder | 2 | MONDO:0004985 | EFO:0009963 |
| Parkinson disease | 2 | MONDO:0005180 | MONDO:0005180 |
| multiple sclerosis | 2 | MONDO:0005301 | MONDO:0005301 |
| alcohol abuse | 2 | MONDO:0002046 | MONDO:0007079 |
| biliary atresia | 2 | MONDO:0008867 | MONDO:0008867 |
| adrenoleukodystrophy | 2 | MONDO:0018544 | MONDO:0015339 |
| tuberculosis | 2 | MONDO:0018076 | MONDO:0018076 |
| neurofibromatosis type 1 | 2 | MONDO:0018975 | MONDO:0018975 |
| Huntington disease | 2 | MONDO:0007739 | MONDO:0007739 |
| systemic lupus erythematosus | 2 | MONDO:0007915 | MONDO:0007915 |
| acute myeloid leukemia | 2 | MONDO:0018874 | EFO:0000222 |
| uterine corpus leiomyoma | 2 | MONDO:0007886 | EFO:0000731 |
| stomatitis | 2 | MONDO:0004842 | EFO:1001904 |
| trichotillomania | 2 | MONDO:0013189 | MONDO:0013189 |
| hypertrophic cardiomyopathy | 1 | MONDO:0005045 | EFO:0000538 |
| altitude sickness | 1 | MONDO:0006625 | EFO:1000782 |
| pathological gambling | 1 | MONDO:0011662 | EFO:0004699 |
| noise induced hearing loss | 1 | MONDO:0013098 | EFO:1001254 |
| neuromuscular disease | 1 | MONDO:0019056 | EFO:1001902 |
| kidney failure | 1 | MONDO:0001106 | EFO:1002048 |
| substance-related disorder | 1 | MONDO:0002494 | MONDO:0002491 |
| breast neoplasm | 1 | MONDO:0021100 | MONDO:0007254 |
| irritable bowel syndrome | 1 | MONDO:0005052 | EFO:0000555 |
| fibromyalgia | 1 | MONDO:0005546 | EFO:0005687 |
| respiratory tract infectious disorder | 1 | MONDO:0024355 | MONDO:0024355 |
| essential thrombocythemia | 1 | MONDO:0005029 | EFO:0000479 |
| lymphoma | 1 | MONDO:0005062 | EFO:0000574 |
| acquired polycythemia vera | 1 | MONDO:0009891 | EFO:0002429 |
| pseudomyxoma peritonei | 1 | MONDO:0017048 | EFO:0007456 |
| beta thalassemia | 1 | MONDO:0019402 | MONDO:0016486 |
| Niemann-Pick disease type C | 1 | MONDO:0018982 | MONDO:0018982 |
| primary myelofibrosis | 1 | MONDO:0009692 | MONDO:0044903 |
| inborn mitochondrial metabolism disorder | 1 | MONDO:0004069 | MONDO:0044970 |
| pancreatitis | 1 | MONDO:0004982 | EFO:0000278 |
| HIV infectious disease | 1 | MONDO:0005109 | EFO:0000764 |
| cystinosis | 1 | MONDO:0016239 | MONDO:0016239 |
| acute respiratory distress syndrome | 0 | MONDO:0006502 | EFO:1000637 |
| major depressive disorder | 0 | MONDO:0002009 | MONDO:0002009 |
| thrombotic thrombocytopenic purpura | 0 | MONDO:0018896 | MONDO:0018896 |
| depressive disorder | 0 | MONDO:0002050 | MONDO:0002050 |
| persian gulf syndrome | 0 | MONDO:0005907 | EFO:0007430 |
| Alzheimer disease | 0 | MONDO:0004975 | MONDO:0004975 |
| type 2 diabetes mellitus | 0 | MONDO:0005148 | MONDO:0005148 |
| metabolic dysfunction-associated steatotic liver disease | 0 | MONDO:0013209 | EFO:0003095 |
17 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.
Clinical trials
Total trials: 389.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE2 | 104 |
| Not specified | 70 |
| PHASE4 | 65 |
| PHASE3 | 51 |
| PHASE1 | 32 |
| PHASE1/PHASE2 | 27 |
| PHASE2/PHASE3 | 20 |
| EARLY_PHASE1 | 20 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT03652753 | PHASE4 | RECRUITING | Pilon Fracture With Intra-articular Injection of N-Acetylcysteine (Pilon NAC) |
| NCT04460521 | PHASE4 | RECRUITING | The ACTS Trial: N-acetylcysteine (NAC) and Night-splinting as a Non-operative Treatment for Carpal Tunnel Syndrome |
| NCT05408247 | PHASE4 | RECRUITING | A Randomised Controlled Trial of N-acetylcysteine for the Management of Alcohol Use Disorder |
| NCT06546475 | PHASE4 | NOT_YET_RECRUITING | A Pilot Trial of Tapering Antipsychotics for Patients in Remitted Psychosis Co-administering With N-Acetylcysteine |
| NCT06956157 | PHASE4 | ACTIVE_NOT_RECRUITING | NAC for Treatment-Resistant OCD and Other Related Disorders |
| NCT07409727 | PHASE4 | RECRUITING | Effect of Acetylcysteine Inhalation on Incidence and Time to Develop Ventilator Associated Pneumonia in Critically Ill Mechanically Ventilated Patients |
| NCT00184977 | PHASE4 | COMPLETED | COPD on Primary Care Treatment (COOPT) |
| NCT00188773 | PHASE4 | COMPLETED | Mechanism of Fatty Acid-Induced Impairment of Glucose-Stimulated Insulin Secretion |
| NCT00190034 | PHASE4 | SUSPENDED | Acetylcysteine Against Acute Renal Insult During Cardiopulmonary Bypass. |
| NCT00247507 | PHASE4 | UNKNOWN | The Effects of Acetylcysteine on Alleviating Damage of Oxidative Stress in Hemodialysis Patients |
| NCT00356954 | PHASE4 | COMPLETED | NASPI: N-Acetylcysteine vs. Ascorbic Acid for Prevention of Contrast Induced Nephropathy in Renal Insufficiency Undergoing Coronary Catheterization |
| NCT00492518 | PHASE4 | COMPLETED | Acetylcysteine, Theophylline, and a Combination of Both in the Prophylaxis of Contrast-Induced Nephropathy |
| NCT00512265 | PHASE4 | COMPLETED | Influence of N-Acetylcysteine on Morbidity, Oxygenation and Cytokine Levels in Partial or Total Esophagectomy for Cancer |
| NCT00525551 | PHASE4 | COMPLETED | Efficacy of Acetylcysteine in Patients Undergoing Surgery for Otosclerosis |
| NCT00558142 | PHASE4 | COMPLETED | Mechanisms for the Effect of Acetylcysteine on Renal Function After Exposure to Radiographic Contrast Material |
| NCT00569465 | PHASE4 | TERMINATED | N-Acetylcysteine and Arginine Administration in Diabetic Patients |
| NCT00716001 | PHASE4 | UNKNOWN | Effect of Hydration With Sodium Bicarbonate for Long-Term Clinical Outcomes in Patients With Chronic Kidney Disease Undergoing an Emergent Coronary Procedure |
| NCT00866866 | PHASE4 | UNKNOWN | The Use of Oral N-Acetyl Cysteine for the Treatment of Chronic Sinonasal Symptoms |
| NCT00896025 | PHASE4 | TERMINATED | Study of N-Acetylcysteine in Acute Liver Failure (ALF) |
| NCT00969904 | PHASE4 | COMPLETED | Pilot Study to Assess the Effect of High Dose N-acetylcysteine (NAC) in Chronic Obstructive Pulmonary Disease (COPD) Patients |
| NCT00996424 | PHASE4 | TERMINATED | The Effect of Inhaled N-Acetylcysteine Compared to Normal Saline on Sputum Rheology and Lung Function |
| NCT01021163 | PHASE4 | COMPLETED | Effects of N-acetylcysteine on Pulmonary Function in High-risk Patients Undergoing Off-pump Coronary Bypass Surgery |
| NCT01050270 | PHASE4 | COMPLETED | Scottish and Newcastle Anti-emetic Pre-treatment for Paracetamol Poisoning Study (SNAP) |
| NCT01111422 | PHASE4 | UNKNOWN | Anti-Oxidant Effect on Peritoneal Membrane in Peritoneal Dialysis (PD) Patients |
| NCT01223326 | PHASE4 | COMPLETED | N-acetylcysteine to Reduce Ischemia/Reperfusion Injury in Liver Resection |
| NCT01339858 | PHASE4 | COMPLETED | The Effect of N-Acetyl Cysteine on Cortical Erosion in Early Stage Schizophrenia |
| NCT01394419 | PHASE4 | COMPLETED | Effect of N-acetylcysteine on Prevention of Acute Kidney Injury in High Risk Patients Undergoing Off-pump Coronary Artery Bypass Graft |
| NCT01501110 | PHASE4 | COMPLETED | Effects of N-acetylcysteine on Low T3 Syndrome |
| NCT01653171 | PHASE4 | COMPLETED | Premedication With Simethicone or Simethicone Plus N-acetylcysteine in Improving Visibility During Upper Endoscopy |
| NCT01841411 | PHASE4 | UNKNOWN | Role of N-Acetylcysteine in Treatment of Bacterial Vaginosis |
| NCT02168387 | PHASE4 | COMPLETED | Efficacy of Percussive Ventilation Therapy (MetaNeb ®) Compared With Mucolytic Agents for Atelectasis in the Mechanically Ventilated Pediatric Patient |
| NCT02239107 | PHASE4 | COMPLETED | N-acetyl Cysteine for Ovulation Induction in Clomiphene Citrate Resistant Polycystic Ovary Syndrome |
| NCT02241876 | PHASE4 | UNKNOWN | THE USE OF N-ACETYLCYSTEINE ATTENUATING CISPLATIN-INDUCED TOXICITIES BY OXIDATIVE STRESS |
| NCT02249546 | PHASE4 | UNKNOWN | Efficacy of Acetylcysteine-containing Triple Therapy in the First Line of Helicobacter Pylori Infection |
| NCT02252341 | PHASE4 | UNKNOWN | Efficacy of N-Acetyl-Cysteine in Bipolar Disorder and Tobacco Use Disorder |
| NCT02357290 | PHASE4 | COMPLETED | Open-Label Study of N-Acetylcysteine in Children and Adolescents 5-17 With Bipolar Spectrum Disorders |
| NCT02357303 | PHASE4 | COMPLETED | Simethicone and N-acetylcysteine in Upper Endoscopy - Prospective Double-blinded Randomized Controlled Trial |
| NCT02476526 | PHASE4 | COMPLETED | Safety of Low Dose IV Contrast CT Scanning in Chronic Kidney Disease |
| NCT02505477 | PHASE4 | COMPLETED | Treatment of Cognitive and Negative Symptoms in Schizophrenia With N-acetylcysteine |
| NCT02579772 | PHASE4 | COMPLETED | Effects of N-acetylcysteine on Cardiorespiratory Control in COPD Patients With Mild-to-moderate Airflow Obstruction |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No CPIC/DPWG dosing guideline, but PharmGKB curates 1 clinical and 6 variant annotation(s) for this drug (gene-keyed; see PharmGKB).
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
- Diseases: drug-induced liver injury, injury, eye disorder, cystic fibrosis, common cold, chronic kidney disease, idiopathic pulmonary fibrosis, myocardial infarction, alcoholic hepatitis, ischemia reperfusion injury, atrial fibrillation, infertility disorder, bulimia nervosa, chronic obstructive pulmonary disease, respiratory system disorder, cannabis dependence, sinusitis, female infertility, pulmonary fibrosis, acute kidney injury, coronary artery disorder, mucositis, severe acute respiratory syndrome, acute myocardial infarction, graft versus host disease, hematologic disorder, sickle cell disease, retinitis pigmentosa, psychotic disorder, influenza, psoriasis, thrombotic disease, age-related macular degeneration, acute liver failure