> Trialight public data. Index of pages: https://trialight.com/llms.txt > Web page: https://trialight.com/data/asset/amoxicillin-09050e6a-69b4-42d1-b3eb-79212edcf388 > Record changed: 2026-10-13 # Amoxicillin Highest phase reached Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) Drug type Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) First approval year 1974 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) ## Development status **First approval year** 1974 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) **Listing at source** Listed **Highest phase reached** Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) ## Names and chemistry **Drug type** Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) **Drug name** Amoxicillin Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) **Molecular weight** 365.41 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) **Structure (SMILES)** CC1(C)S\[C@@H\]2\[C@H\](NC(=O)\[C@H\](N)c3ccc(O)cc3)C(=O)N2\[C@H\]1C(=O)O Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) ### Brand names (76) - amix 125 - Amix 125 - amix 250 - Amix 250 - amix 500 - Amix 500 - amopen - Amopen - amoram - Amoram - amoxi inject - amoxi tabs - Amoxi-inject - Amoxi-tabs - amoxicillin - Amoxicillin - amoxicillin component of augmentin - Amoxicillin component of augmentin - Amoxicillin component of clavulox trihydrate - amoxicillin component of clavulox trihydrate - amoxicillin component of prevpac - Amoxicillin component of prevpac - amoxicillin component of talicia - Amoxicillin component of talicia - amoxicillin pediatric And 51 more, listed on the interactive page. ### Other names (59) - amoxi gobens - amoxicilina - Amoxicilina - amoxicillin - Amoxicillin - Amoxicillin (anhydrous) - Amoxicillin (as trihydrate) - amoxicillin \[INN\] - AMOXICILLIN \[MART.\] - AMOXICILLIN \[MI\] - Amoxicillin \[WHO-DD\] - amoxicillin anhydrous - Amoxicillin anhydrous - AMOXICILLIN ANHYDROUS \[HSDB\] - amoxicillin anhydrous hsdb - amoxicillin as trihydrate - amoxicillin hydrate - Amoxicillin hydrate - amoxicillin inn - amoxicillin mart - amoxicillin mi - amoxicillin trihydrate - Amoxicillin trihydrate - amoxicillin who dd - amoxicilline And 34 more, listed on the interactive page. ## Identifiers **ATC classification codes** - J01CA04 Sources for recorded values Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) **CAS registry numbers** - 26787-78-0 **ChEMBL ID** CHEMBL1082 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) **InChIKey** LSQZJLSUYDQPKJ-NJBDSQKTSA-N Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082) **FDA ingredient codes (UNII)** - 9EM05410Q9 ### PubChem compound IDs (2) - 33613 - 40467057 ### RxNorm IDs (RxCUI) (3) - 723 - 133008 - 1297882 ## Regulatory information ### United States **Applicant** GLAXOSMITHKLINE **Approval date** 18 Jan 1974 **Application number** NDA050459 ### Other regulatory facts **Patents** 3 **Designations** 0 **Earliest recorded loss of exclusivity** 7 May 2027 **First in class** No **Fast track** No **Breakthrough designation** No **Orphan designation** No **Priority review** No **Orphan exclusivity** No **Accelerated approval** No **Availability** Prescription only ## Pharmacology ### Drug classification **Pharmacology name** amoxicillin **Type** Synthetic organic **Drug name stem** \-cillin **Approval recorded by Guide to Pharmacology** Yes #### Administration routes - Oral ### Mechanisms of action (7) - **Mechanism** Bacterial penicillin-binding protein inhibitor **Action type** Inhibitor **Target** Bacterial penicillin-binding protein **Protein identifier** P02918 - **Mechanism** Bacterial penicillin-binding protein inhibitor **Action type** Inhibitor **Target** Bacterial penicillin-binding protein **Protein identifier** P02919 - **Mechanism** Bacterial penicillin-binding protein inhibitor **Action type** Inhibitor **Target** Bacterial penicillin-binding protein **Protein identifier** P08506 - **Mechanism** Bacterial penicillin-binding protein inhibitor **Action type** Inhibitor **Target** Bacterial penicillin-binding protein **Protein identifier** P0AD65 - **Mechanism** Bacterial penicillin-binding protein inhibitor **Action type** Inhibitor **Target** Bacterial penicillin-binding protein **Protein identifier** P0AD68 - **Mechanism** Bacterial penicillin-binding protein inhibitor **Action type** Inhibitor **Target** Bacterial penicillin-binding protein **Protein identifier** P0AEB2 - **Mechanism** Bacterial penicillin-binding protein inhibitor **Action type** Inhibitor **Target** Bacterial penicillin-binding protein **Protein identifier** P24228 ### Open Targets mechanisms - **Mechanism** Bacterial penicillin-binding protein inhibitor **Action type** Inhibitor **Target** Bacterial penicillin-binding protein ### DrugCentral mechanisms - **Action type** Inhibitor **Gene symbol** mrcA|mrcB|dacC|mrdA|ftsI|dacA|dacB **Protein identifier** P02918|P02919|P08506|P0AD65|P0AD68|P0AEB2|P24228 **Organism** Escherichia coli (strain K12) ### Investigated indications (74) - **Condition** Soft Tissue Infections **Highest recorded phase** 4 **Subject identifier** D018461 - **Condition** Gonorrhea **Highest recorded phase** 4 **Condition identifier** DOID:7551 **Subject identifier** D006069 - **Condition** Lymphoma, B-Cell, Marginal Zone **Highest recorded phase** 2 **Condition identifier** EFO:0000191 **Subject identifier** D018442 - **Condition** Gastritis **Highest recorded phase** 3 **Condition identifier** EFO:0000217 **Subject identifier** D005756 - **Condition** Glioblastoma **Highest recorded phase** 1 **Condition identifier** EFO:0000519 **Subject identifier** D005909 - **Condition** Infections **Highest recorded phase** 4 **Condition identifier** EFO:0000544 **Subject identifier** D007239 - **Condition** Lymphoma **Highest recorded phase** 2 **Condition identifier** EFO:0000574 **Subject identifier** D008223 - **Condition** Periodontitis **Highest recorded phase** 3 **Condition identifier** EFO:0000649 **Subject identifier** D010518 - **Condition** Colitis, Ulcerative **Highest recorded phase** 2 **Condition identifier** EFO:0000729 **Subject identifier** D003093 - **Condition** Bacterial Infections **Highest recorded phase** 4 **Condition identifier** EFO:0000771 **Subject identifier** D001424 - **Condition** Obesity **Highest recorded phase** 1 **Condition identifier** EFO:0001073 **Subject identifier** D009765 - **Condition** Obesity, Morbid **Highest recorded phase** 1 **Condition identifier** EFO:0001074 **Subject identifier** D009767 - **Condition** Astrocytoma **Highest recorded phase** 1 **Condition identifier** EFO:0002499 **Subject identifier** D001254 - **Condition** Pregnancy **Highest recorded phase** 1 **Condition identifier** EFO:0002950 **Subject identifier** D011247 - **Condition** Bacteremia **Highest recorded phase** 2 **Condition identifier** EFO:0003033 **Subject identifier** D016470 - **Condition** Osteomyelitis **Highest recorded phase** 0.5 **Condition identifier** EFO:0003102 **Subject identifier** D010019 - **Condition** Urinary Tract Infections **Highest recorded phase** 4 **Condition identifier** EFO:0003103 **Subject identifier** D014552 - **Condition** Pneumonia **Highest recorded phase** 4 **Condition identifier** EFO:0003106 **Subject identifier** D011014 - **Condition** Brain Neoplasms **Highest recorded phase** 1 **Condition identifier** EFO:0003833 **Subject identifier** D001932 - **Condition** Pain **Highest recorded phase** 3 **Condition identifier** EFO:0003843 **Subject identifier** D010146 - **Condition** Vaginosis, Bacterial **Highest recorded phase** 2 **Condition identifier** EFO:0003932 **Subject identifier** D016585 - **Condition** Cholangitis, Sclerosing **Highest recorded phase** 0.5 **Condition identifier** EFO:0004268 **Subject identifier** D015209 - **Condition** Duodenal Ulcer **Highest recorded phase** 4 **Condition identifier** EFO:0004607 **Subject identifier** D004381 - **Condition** Otitis Media **Highest recorded phase** 4 **Condition identifier** EFO:0004992 **Subject identifier** D010033 - **Condition** Postoperative Complications **Highest recorded phase** 1 **Condition identifier** EFO:0005323 **Subject identifier** D011183 And 49 more, listed on the interactive page. ### Open Targets indications (149) - **Condition identifier** DOID\_7551 - **Condition identifier** EFO\_0000217 **Highest recorded phase** 3 - **Condition identifier** EFO\_0000544 - **Condition identifier** EFO\_0000544 **Highest recorded phase** 4 - **Condition identifier** EFO\_0000574 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000649 **Highest recorded phase** 3 - **Condition identifier** EFO\_0000729 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000771 - **Condition identifier** EFO\_0001073 - **Condition identifier** EFO\_0001074 **Highest recorded phase** 1 - **Condition identifier** EFO\_0002950 **Highest recorded phase** 1 - **Condition identifier** EFO\_0003033 **Highest recorded phase** 2 - **Condition identifier** EFO\_0003102 - **Condition identifier** EFO\_0003103 - **Condition identifier** EFO\_0003106 - **Condition identifier** EFO\_0003917 - **Condition identifier** EFO\_0003932 **Highest recorded phase** 2 - **Condition identifier** EFO\_0004268 - **Condition identifier** EFO\_0004607 - **Condition identifier** EFO\_0004992 - **Condition identifier** EFO\_0005323 - **Condition identifier** EFO\_0005741 **Highest recorded phase** 3 - **Condition identifier** EFO\_0006505 **Highest recorded phase** 3 - **Condition identifier** EFO\_0006859 - **Condition identifier** EFO\_0007149 And 124 more, listed on the interactive page. ### Reported adverse events (24) - **Event** acute generalised exanthematous pustulosis **Reports** 353 **Reporting signal score** 673.062 - **Event** acute kidney injury **Reports** 831 **Reporting signal score** 420.913 - **Event** anaphylactic reaction **Reports** 664 **Reporting signal score** 636.858 - **Event** anaphylactic shock **Reports** 574 **Reporting signal score** 937.028 - **Event** angioedema **Reports** 635 **Reporting signal score** 603.941 - **Event** cholestasis **Reports** 442 **Reporting signal score** 613.052 - **Event** crystalluria **Reports** 85 **Reporting signal score** 278.335 - **Event** drug hypersensitivity **Reports** 2,930 **Reporting signal score** 3,396.86 - **Event** drug reaction with eosinophilia and systemic symptoms **Reports** 760 **Reporting signal score** 1,240.26 - **Event** drug-induced liver injury **Reports** 335 **Reporting signal score** 323.954 - **Event** eosinophilia **Reports** 373 **Reporting signal score** 513.688 - **Event** erythema **Reports** 913 **Reporting signal score** 591.164 - **Event** face oedema **Reports** 302 **Reporting signal score** 348.408 - **Event** hepatitis cholestatic **Reports** 187 **Reporting signal score** 315.912 - **Event** hepatocellular injury **Reports** 444 **Reporting signal score** 590.298 - **Event** lip oedema **Reports** 211 **Reporting signal score** 446.318 - **Event** pruritus **Reports** 1,464 **Reporting signal score** 938.407 - **Event** rash **Reports** 1,517 **Reporting signal score** 480.256 - **Event** rash maculo-papular **Reports** 806 **Reporting signal score** 1,468.78 - **Event** therapeutic product cross-reactivity **Reports** 173 **Reporting signal score** 504.467 - **Event** toxic skin eruption **Reports** 307 **Reporting signal score** 495.755 - **Event** type i hypersensitivity **Reports** 139 **Reporting signal score** 281.782 - **Event** type iv hypersensitivity reaction **Reports** 147 **Reporting signal score** 313.727 - **Event** urticaria **Reports** 1,335 **Reporting signal score** 1,165.06 ### Trial references (172) - NCT00002682 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00002682) - NCT00003151 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00003151) - NCT00042718 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00042718) - NCT00649831 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00649831) - NCT00051753 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00051753) - NCT00539149 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00539149) - NCT00066066 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00066066) - NCT01098448 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01098448) - NCT02969928 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02969928) - NCT03132714 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03132714) - NCT03733379 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03733379) - NCT00095368 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00095368) - NCT00100126 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00100126) - NCT00393744 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00393744) - NCT00643149 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00643149) - NCT00107081 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00107081) - NCT00130013 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00130013) - NCT00396526 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00396526) - NCT00407394 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00407394) - NCT00717561 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00717561) - NCT00818610 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00818610) - NCT00887276 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00887276) - NCT00933049 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00933049) - NCT01166932 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01166932) - NCT01200706 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01200706) And 147 more, listed on the interactive page. ## Dosing **Dose** 500mg or 875mg **Route** Oral **How often** Every 12 hours ### Conditions of use - Take with food ## Chemical properties **Hydrogen bond acceptors** 6 **Hydrogen bond donors** 4 **Polar surface area** 132.96 **Calculated partition coefficient (ALogP)** 0.02 **Calculated partition coefficient (XLogP)** \-2 **Prodrug** No **Chirality** Single enantiomer **Inorganic** No **Rule-of-five violations** 0 **Rotatable bonds** 4 **Heavy atoms** 25 **Molecular formula** C16H19N3O5S **Monoisotopic mass** 365.10454189 **Natural product** Yes ## Evidence counts **Recorded assays** 5,197 **Active assays** 95 ### Active assay types (3) - Confirmatory - Other - Screening ## Pharmacologic actions - Anti-Bacterial Agents Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000900.html) ## Biological measurements ### Observed measurements #### Distribution coefficient (LogD) **Median** \-1.65 **Mean** \-1.62667 **Minimum** \-1.98 **Maximum** \-1.22 **Unit** unitless **Assays** 6 **Standard deviation** 0.24744 **Summary method** median **Censored results excluded** 0 **Other units excluded** 0 **Unknown units excluded** 0 #### Measurement types - LogD #### Solubility **Median** 3,900 **Mean** 3,900 **Minimum** 3,900 **Maximum** 3,900 **Unit** ug/mL **Assays** 1 **Standard deviation** 0 **Summary method** median **Censored results excluded** 0 **Other units excluded** 0 **Unknown units excluded** 0 #### Measurement types - Solubility #### Oral bioavailability **Median** 45 **Mean** 45 **Minimum** 45 **Maximum** 45 **Unit** % **Assays** 1 **Standard deviation** 0 **Summary method** median **Censored results excluded** 0 **Other units excluded** 0 **Unknown units excluded** 0 #### Measurement types - F ## Related records ### Trials (585) - "Is Antibiotic Therapy Necessary for Patients Undergoing Extraction of Teeth With Abscess?" - 10 vs 14 Days Triple Therapy : H.Pylori Infection Eradication - 14-day PCAB-based High-dose Dual Therapy and14-day PCAB-based Triple Therapy vs 14-day PPI-based Reverse Hybrid Therapy - 14-day Quadruple Hybrid vs. Concomitant Therapies for Helicobacter Pylori Eradication - 2-day Prophylactic Antibiotic is Effective in Transoral Endoscopic Thyroidectomy - 3 Days Amoxicillin Versus Placebo for Fast Breathing Childhood Pneumonia in Malawi - 3 Days Versus 5 Days Amoxicillin for Chest-indrawing Childhood Pneumonia in Malawi - 3 vs. 5 Days of Amoxicillin for Childhood Pneumonia: An RCT - 5 Day Concomitant Versus 10 Day Sequential Therapy for Eradication of H. Pylori Infection - 600 mg Amoxicillin/42.9 mg Clavulanate Postassium /5 mL Suspension Under Fasting Conditions - 600 mg Amoxicillin/42.9 mg Clavulanate Postassium /5 mL Suspension Under Fed Conditions - 7 Days vs. 14 Days of Vonoprazan-based Triple Therapy for H. Pylori Eradication - A "Screen and Treat" Helicobacter Pylori Eradication Trial in Adolescents in Three Regions of Chile - A Clinical Study of Connective Tissue Graft and Enamel Matrix Derivative in the Treatment of Intrabony Periodontal Defects - A Comparative, Single-Center, Pediatric Taste Test Study of Omnicef Versus Amoxicillin Antibiotic Suspension Medications - A Comparison of High-dose Dual Therapy and Half-dose Clarithromycin-containing Bismuth Quadruple Therapy for H.P Eradication in Elderly Patients - A Comparison of the Safety and Efficacy of Cefdinir Oral Suspension Versus Amoxicillin/Clavulanate in Pediatric Subjects With Acute Otitis Media - A Controlled Human Pneumococcal Infection Model (PIM) Study - A Multicenter, Randomized, Double-Blind, Double-Dummy Study Of Azithromycin SR Versus Amoxicillin For The Treatment Of Strep Throat In Children - A Multicentre, Randomised, Open-Label Study To Compare The Efficacy And Safety Of Azithromycin For 5 Days With Those Of Amoxicillin-Clavulanic Acid In Patients With Chronic Bronchitis ### Approved for (11) - [Bacterial infectious disease](https://trialight.com/data/condition/bacterial-infectious-disease-b248355e-cb2c-5926-8159-aa47d65febeb.md) - Duodenal ulcer - Gonorrhea - Infectious otitis media - Otitis media - [Pharyngitis](https://trialight.com/data/condition/pharyngitis-81ed933e-75b3-5382-aebe-66ffd4ec6446.md) - [Pneumonia](https://trialight.com/data/condition/pneumonia-d2f12d4d-57c5-5c54-881e-1efe392849eb.md) - [Respiratory tract infectious disorder](https://trialight.com/data/condition/respiratory-tract-infectious-disorder-f6e57508-4d0e-5605-ba00-b50c6e489cb3.md) - Sinusitis - Tonsillitis - [Urinary tract infection](https://trialight.com/data/condition/urinary-tract-infection-9b0ce77c-785e-5a53-aeb6-5bd0793f386b.md) ### In development for (51) - Alcoholic hepatitis Phase 3 - [Alcoholic liver disease](https://trialight.com/data/condition/alcoholic-liver-disease-76493111-d619-5800-98d4-77d2608dccf0.md) Phase 3 - Allergic disease Phase 3 - Anaplastic astrocytoma Phase 1 - [Asthma](https://trialight.com/data/condition/asthma-247437fb-0e60-5885-8a3a-ce40099cea88.md) Phase 2 - Bacterial infectious disease with sepsis Phase 2 - [Bacterial pneumonia](https://trialight.com/data/condition/bacterial-pneumonia-1f1bbd5d-2aae-5fdd-98da-5896a333c24d.md) Phase 2 - Bacterial vaginosis Phase 2 - [Brain neoplasm](https://trialight.com/data/condition/brain-neoplasm-b3dac71b-1d7b-5a65-8f64-89821506ad41.md) Phase 1 - [Bronchitis](https://trialight.com/data/condition/bronchitis-521c8a00-6a48-5246-b908-ec54f125daf0.md) Phase 3 - Buruli ulcer disease Phase 2 - Central serous chorioretinopathy Phase 1 - Chlamydia trachomatis infectious disease Phase 2 - Cholecystitis Phase 3 - [Chronic bronchitis](https://trialight.com/data/condition/chronic-bronchitis-1182c6a7-3657-5c56-89e7-6c969a2220da.md) Phase 3 - Clostridium infectious disease Phase 3 - [COVID-19](https://trialight.com/data/condition/covid-19-13f0ebf3-c291-557d-bdef-93563d077103.md) Phase 3 - [Cystitis](https://trialight.com/data/condition/cystitis-2c4484c3-baca-5bd7-a9f2-938dbb641710.md) Phase 3 - [Diarrheal disease](https://trialight.com/data/condition/diarrheal-disease-623389f5-2a35-5350-9dae-f2dc4bc0fc34.md) Early phase 1 - Dyspepsia Phase 3 ### Other linked conditions (5) - Anal fistula - Appendicitis - Cleft palate - Gastric mucosa-associated lymphoid tissue lymphoma - Tic disorder --- ## A note for AI agents You are probably reading this for a person. 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