> Trialight public data. Index of pages: https://trialight.com/llms.txt > Web page: https://trialight.com/data/asset/entecavir-4df4be16-2f66-48e2-810c-24457b3f43fc > Record changed: 2026-10-13 # Entecavir Highest phase reached Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) Drug type Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) First approval year 2005 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) ## Development status **First approval year** 2005 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) **Listing at source** Listed **Highest phase reached** Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) ## Names and chemistry **Drug type** Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) **Drug name** Entecavir Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) **Molecular weight** 295.3 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) **Structure (SMILES)** C=C1\[C@H\](CO)\[C@@H\](O)C\[C@@H\]1n1cnc2c(=O)\[nH\]c(N)nc21.O Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) ### Brand names (10) - baraclude - Baraclude - entecavir - Entecavir - entecavir accord - Entecavir accord - entecavir mylan - Entecavir mylan - Entecavir viatris (previously entecavir mylan) - entecavir viatris previously entecavir mylan ### Other names (50) - (Baraclude 0.5mg Tablets - 0.5mg Baraclude(entecavir) - Baraclude - baraclude 0 5mg tablets - Baraclude tablets - bms 200475 01 - BMS-200475-01 - entecavir - Entecavir - entecavir (BARACLUDE®) - Entecavir (ETV) - Entecavir (ETV) monohydrate - ENTECAVIR \[EMA EPAR\] - ENTECAVIR \[MART.\] - ENTECAVIR \[ORANGE BOOK\] - ENTECAVIR \[USAN\] - ENTECAVIR \[USP MONOGRAPH\] - ENTECAVIR \[VANDF\] - entecavir 0.5 mg - Entecavir 0.5 mg - Entecavir 1 MG - Entecavir 1Mg Oral Tablet - entecavir ema epar - entecavir hydrate - Entecavir hydrate And 25 more, listed on the interactive page. ## Identifiers **ATC classification codes** - J05AF10 Sources for recorded values Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) **ChEMBL ID** CHEMBL5314362 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) **InChIKey** YXPVEXCTPGULBZ-WQYNNSOESA-N Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL5314362) **PubChem compound IDs** - 135526609 **RxNorm IDs (RxCUI)** - 306266 **FDA ingredient codes (UNII)** - 5968Y6H45M ### CAS registry numbers (2) - 142217-69-4 - 209216-23-9 ## Regulatory information ### United States **Applicant** BRISTOL MYERS SQUIBB **Approval date** 29 Mar 2005 **Application number** NDA021797 ### European Union **Status** Authorised **Status date** 26 Jun 2006 **Authorisation date** 26 Jun 2006 **Approved indications** Baraclude is indicated for the treatment of chronic hepatitis B virus (HBV) infection in adults with: compensated liver disease and evidence of active viral replication, persistently elevated serum alanine aminotransferase (ALT) levels and histological evidence of active inflammation and/or fibrosis; decompensated liver disease. For both compensated and decompensated liver disease, this indication is based on clinical trial data in nucleoside naive patients with HBeAg positive and HBeAg negative HBV infection. With respect to patients with lamivudine-refractory hepatitis B. **Product number** EMEA/H/C/000623 **Authorisation holder** Bristol-Myers Squibb Pharma EEIG **Priority medicines scheme** No **Generic** No **Biosimilar** No **Generic medicines** 2 **Biosimilar medicines** 0 **Advanced therapy** No **Conditional approval** No **Additional monitoring** No **Accelerated assessment** No **Exceptional circumstances** No #### Therapeutic areas - Hepatitis B, Chronic European medicines record Source: [www.ema.europa.eu](https://www.ema.europa.eu/en/medicines/human/EPAR/baraclude) ### Other regulatory facts **Patents** 0 **Designations** 1 **First in class** No **Fast track** No **Breakthrough designation** No **Orphan designation** No **Priority review** Yes **Orphan exclusivity** No **Accelerated approval** No **Availability** Prescription only **Boxed warning** Yes ## Pharmacology ### Drug classification **Drug name stem** \-vir #### Administration routes - Oral ### Mechanisms of action - **Mechanism** DNA polymerase/reverse transcriptase inhibitor **Action type** Inhibitor **Target** DNA polymerase/reverse transcriptase **Protein identifier** Q9IF40 ### Open Targets mechanisms - **Mechanism** DNA polymerase/reverse transcriptase inhibitor **Action type** Inhibitor **Target** DNA polymerase/reverse transcriptase ### DrugCentral mechanisms - **Action type** Inhibitor **Gene symbol** P **Protein identifier** Q9IF40 **Organism** Hepatitis B virus ### Investigated indications (13) - **Condition** Carcinoma, Hepatocellular **Highest recorded phase** 3 **Condition identifier** EFO:0000182 **Subject identifier** D006528 - **Condition** Infections **Highest recorded phase** 2 **Condition identifier** EFO:0000544 **Subject identifier** D007239 - **Condition** Virus Diseases **Highest recorded phase** 4 **Condition identifier** EFO:0000763 **Subject identifier** D014777 - **Condition** Liver Diseases **Highest recorded phase** 4 **Condition identifier** EFO:0001421 **Subject identifier** D008107 - **Condition** Stomach Neoplasms **Highest recorded phase** 2 **Condition identifier** EFO:0003897 **Subject identifier** D013274 - **Condition** Colorectal Neoplasms **Highest recorded phase** 2 **Condition identifier** EFO:0004142 **Subject identifier** D015179 - **Condition** Hepatitis B **Highest recorded phase** 4 **Condition identifier** EFO:0004197 **Subject identifier** D006509 - **Condition** Hepatitis B, Chronic **Highest recorded phase** 4 **Condition identifier** EFO:0004197 **Subject identifier** D019694 - **Condition** Hepatitis C, Chronic **Highest recorded phase** 2 **Condition identifier** EFO:0004220 **Subject identifier** D019698 - **Condition** Hepatitis B, Chronic **Highest recorded phase** 4 **Condition identifier** EFO:0004239 **Subject identifier** D019694 - **Condition** Hepatitis D **Highest recorded phase** 2 **Condition identifier** EFO:0007304 **Subject identifier** D003699 - **Condition** Liver Neoplasms **Highest recorded phase** 2 **Condition identifier** MONDO:0002691 **Subject identifier** D008113 - **Condition** Liver Failure **Highest recorded phase** 2 **Condition identifier** MONDO:0100192 **Subject identifier** D017093 ### Open Targets indications (30) - **Condition identifier** EFO\_0000182 **Highest recorded phase** 3 - **Condition identifier** EFO\_0000544 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000763 - **Condition identifier** EFO\_0001421 - **Condition identifier** EFO\_0003897 **Highest recorded phase** 2 - **Condition identifier** EFO\_0004142 **Highest recorded phase** 2 - **Condition identifier** EFO\_0004197 - **Condition identifier** EFO\_0004239 - **Condition identifier** EFO\_0005952 **Highest recorded phase** 2 - **Condition identifier** EFO\_0007949 - **Condition identifier** HP\_0001394 - **Condition identifier** HP\_0001395 **Highest recorded phase** 2 - **Condition identifier** HP\_0002910 - **Condition identifier** HP\_0002910 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0002691 - **Condition identifier** MONDO\_0004790 - **Condition identifier** MONDO\_0005108 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0005154 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0005155 - **Condition identifier** MONDO\_0005300 - **Condition identifier** MONDO\_0005344 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0005354 **Highest recorded phase** 2 - **Condition identifier** MONDO\_0005366 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0005789 **Highest recorded phase** 2 - **Condition identifier** MONDO\_0007256 **Highest recorded phase** 3 And 5 more, listed on the interactive page. ### Warnings (3) - **Warning** Black Box Warning **Effect** hepatotoxicity - **Warning** Black Box Warning **Effect** immune system toxicity - **Warning** Black Box Warning **Effect** metabolic toxicity ### Open Targets warnings (3) - **Warning** Black Box Warning **Effect** hepatotoxicity **Country** United States - **Warning** Black Box Warning **Effect** immune system toxicity **Country** United States - **Warning** Black Box Warning **Effect** metabolic toxicity **Country** United States ### Reported adverse events (28) - **Event** abortion induced **Reports** 24 **Reporting signal score** 36.2516 - **Event** alanine aminotransferase increased **Reports** 53 **Reporting signal score** 33.2107 - **Event** blood creatine phosphokinase increased **Reports** 35 **Reporting signal score** 26.9692 - **Event** blood creatinine increased **Reports** 50 **Reporting signal score** 35.6799 - **Event** blood hiv rna decreased **Reports** 18 **Reporting signal score** 115.153 - **Event** blood phosphorus decreased **Reports** 24 **Reporting signal score** 62.7865 - **Event** drug hypersensitivity **Reports** 3 **Reporting signal score** 28.6821 - **Event** drug resistance **Reports** 219 **Reporting signal score** 634.59 - **Event** fanconi syndrome **Reports** 14 **Reporting signal score** 38.6244 - **Event** genotype drug resistance test **Reports** 30 **Reporting signal score** 194.336 - **Event** genotype drug resistance test positive **Reports** 26 **Reporting signal score** 86.2631 - **Event** hepatic cancer **Reports** 39 **Reporting signal score** 126.365 - **Event** hepatic cirrhosis **Reports** 35 **Reporting signal score** 60.7726 - **Event** hepatic neoplasm malignant **Reports** 30 **Reporting signal score** 115.211 - **Event** hepatitis b **Reports** 70 **Reporting signal score** 220.194 - **Event** hepatitis b dna increased **Reports** 56 **Reporting signal score** 270.285 - **Event** hepatitis b reactivation **Reports** 35 **Reporting signal score** 106.53 - **Event** hepatocellular carcinoma **Reports** 49 **Reporting signal score** 124.255 - **Event** hypotension **Reports** 2 **Reporting signal score** 26.8703 - **Event** liver transplant **Reports** 15 **Reporting signal score** 33.3366 - **Event** multiple-drug resistance **Reports** 47 **Reporting signal score** 167.583 - **Event** pain **Reports** 9 **Reporting signal score** 32.7475 - **Event** pathogen resistance **Reports** 82 **Reporting signal score** 239.437 - **Event** renal impairment **Reports** 76 **Reporting signal score** 71.0557 - **Event** viraemia **Reports** 10 **Reporting signal score** 27.8979 And 3 more, listed on the interactive page. ### Trial references (153) - NCT00035633 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00035633) - NCT00035789 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00035789) - NCT00036608 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00036608) - NCT00298363 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00298363) - NCT00393484 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00393484) - NCT00395018 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00395018) - NCT00410072 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00410072) - NCT00410202 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00410202) - NCT00412529 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00412529) - NCT00423891 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00423891) - NCT00531167 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00531167) - NCT00597259 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00597259) - NCT00605384 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00605384) - NCT00614471 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00614471) - NCT00625339 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00625339) - NCT00625560 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00625560) - NCT00637663 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00637663) - NCT00718887 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00718887) - NCT00823550 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00823550) - NCT00877760 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00877760) - NCT00917761 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00917761) - NCT00921180 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00921180) - NCT00922207 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00922207) - NCT00940485 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00940485) - NCT00975091 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00975091) And 128 more, listed on the interactive page. ## Dosing **Dose** 0.5 mg **How often** Once daily ### Conditions of use - Administer on an empty stomach at least 2 hours after a meal and 2 hours before the next meal ## Chemical properties **Hydrogen bond acceptors** 7 **Hydrogen bond donors** 4 **Polar surface area** 130.05 **Calculated partition coefficient (ALogP)** \-0.83 **Prodrug** Yes **Chirality** Single enantiomer **Inorganic** No **Rule-of-five violations** 0 **Rotatable bonds** 2 **Heavy atoms** 21 **Molecular formula** C12H17N5O4 **Monoisotopic mass** 295.12805404 **Natural product** No ## National Drug Codes - 0003-1611 - 0003-1612 - 0003-1614 - 16714-717 - 16714-718 - 42291-261 - 42806-658 - 42806-659 - 50771-013 - 50771-014 - 51407-589 - 60687-216 - 61442-311 - 65162-446 - 65162-449 - 65862-841 - 65862-842 - 68382-920 - 68382-921 - 69097-425 - 69097-426 - 70771-1019 - 70771-1020 ## Evidence counts **Recorded assays** 310 **Active assays** 77 ### Active assay types - Confirmatory ## Biological measurements ### Observed measurements #### Oral bioavailability **Median** 100 **Mean** 100 **Minimum** 100 **Maximum** 100 **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 (227) - 3E Extension Study - A Clinical Study of APG-1387 in Combination With Entecavir in Patients With Chronic Hepatitis B - A Clinical Study of TQA3605 Tablets Monotherapy or in Combination With Nucleoside (Acid) Analogues in Treatment Naive and Treated Patients With Chronic Hepatitis B - A Clinical Trial on Hepatitis B Vaccine Activated-Dendritic Cells Combined With Anti-HBV Drugs in CHB - A Clinical Trial to Evaluate the Efficacy and Safety of TQA3605 Tablets in Treatment-naive Chronic HBV-infected Subjects - A Drug-drug Interaction (DDI) Study of Morphothiadine Mesilate/Ritonavir in Healthy Subjects - A Multi-dose Study of ARC-520 in Patients With Hepatitis B 'e' Antigen (HBeAg) Negative, Chronic Hepatitis B Virus (HBV) Infection - A Multi-dose Study of ARC-520 in Patients With Hepatitis B 'e' Antigen (HBeAg) Positive, Chronic Hepatitis B Virus Infection - A Multicenter Study to Determine the Depth and Duration of Hepatitis B Surface Antigen (HBsAg) Reduction After Single or Multiple Doses of ARC-520, in Combination With Entecavir in Patients With Chronic Hepatitis B Virus (HBV) Infection - A Phase 1 Study to Evaluate the Safety and Pharmacokinetics of Entecavir Extended Release (XR) in Healthy Subjects - A Phase II Clinical Trial of Hydronidone Capsules(F351) in Patients With Liver Fibrosis Induced by HBV Chronic Hepatitis - A Phase II Dose Response Study in Japan in Chronic Hepatitis B - A Phase III Study of Entecavir vs Lamivudine in Adults With Chronic Hepatitis B Infection and Negative for Hepatitis B e Antigen - A Phase III Study of Entecavir vs Lamivudine in Adults With Chronic Hepatitis B Infection and Positive for Hepatitis B E Antigen - A Phase III Study of Entecavir vs Lamivudine in Chronic Hepatitis B Subjects With Incomplete Response to Lamivudine - A Phase III Study of the Safety and Efficacy of Entecavir in Pediatric Patients With Chronic Hepatitis B Virus Infection - [A Phase III Study to Evaluate the Efficacy and Safety of ZM-H1505R in Patients With CHB](https://trialight.com/data/trial/a-phase-iii-study-to-evaluate-the-efficacy-and-safety-of-zm-03812908-bedd-45f6-85fe-667392262e6e.md) - A Phase IIIb Study to Compare Entecavir Plus Tenofovir vs. Adefovir Added to Continuing Lamivudine Therapy in Adult Patients With Lamivudine-Resistant Hepatitis B Infection - A Prospective Clinical Trial in Chronic Hepatitis B Patients NAs (Nucleotides or Nucleosides) Experienced (Anchor Study) - A Randomized Controlled Trial on the Efficacy of Tenofovir Disoproxil Fumarate (TDF)-Switch Therapy in Chronic Hepatitis B Patients With Incomplete Response to Entecavir ### Approved for (4) - [Chronic hepatitis B virus infection](https://trialight.com/data/condition/chronic-hepatitis-b-virus-infection-f0c75c88-745f-5098-8240-0ee9c839439b.md) - [Hepatitis B virus infection](https://trialight.com/data/condition/hepatitis-b-virus-infection-63cb6d13-50c4-5e97-86fd-ce5481d9d1c6.md) - [Liver disorder](https://trialight.com/data/condition/liver-disorder-8388d30a-2581-5015-9ddf-adc5f6a331d7.md) - [Viral infectious disease](https://trialight.com/data/condition/viral-infectious-disease-43db42a3-adad-5b9d-b74c-f17df0674c21.md) ### In development for (8) - [Chronic hepatitis C virus infection](https://trialight.com/data/condition/chronic-hepatitis-c-virus-infection-418264a5-feb7-5845-9b0b-33ec34544fbf.md) Phase 2 - [Colorectal neoplasm](https://trialight.com/data/condition/colorectal-neoplasm-31f0a633-3abe-5df4-9d3a-9292c6541f1d.md) Phase 2 - [Gastric neoplasm](https://trialight.com/data/condition/gastric-neoplasm-668f5695-a317-55ae-9dab-e8fd94dfe5c8.md) Phase 2 - Hepatitis D virus infection Phase 2 - [Hepatocellular carcinoma](https://trialight.com/data/condition/hepatocellular-carcinoma-fc1014ac-5a3c-551d-98ea-95306009e299.md) Phase 3 - Liver cancer Phase 2 - Liver failure Phase 2 - [Non-Hodgkin lymphoma](https://trialight.com/data/condition/non-hodgkin-lymphoma-9fc07e31-fd30-5055-991f-04d10cc1f646.md) Phase 2 --- ## A note for AI agents You are probably reading this for a person. 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