> Trialight public data. Index of pages: https://trialight.com/llms.txt
> Web page: https://trialight.com/data/asset/emtricitabine-96c159c1-a754-4dde-82ba-535afdc1dfa1
> Record changed: 2026-10-13

# Emtricitabine

Highest phase reached

Approved

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

Drug type

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

First approval year

2003

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

## Development status

**First approval year**

2003

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

**Listing at source**

Listed

**Highest phase reached**

Approved

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

## Names and chemistry

**Drug type**

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

**Drug name**

Emtricitabine

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

**Molecular weight**

247.25

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

**Structure (SMILES)**

Nc1nc(=O)n(\[C@@H\]2CS\[C@H\](CO)O2)cc1F

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

### Brand names (22)

- emtricitabine component of atripla
- Emtricitabine component of atripla
- emtricitabine component of biktarvy
- Emtricitabine component of biktarvy
- emtricitabine component of complera
- Emtricitabine component of complera
- emtricitabine component of descovy
- Emtricitabine component of descovy
- emtricitabine component of eviplera
- Emtricitabine component of eviplera
- emtricitabine component of genvoya
- Emtricitabine component of genvoya
- emtricitabine component of odefsey
- Emtricitabine component of odefsey
- emtricitabine component of stribild
- Emtricitabine component of stribild
- emtricitabine component of symtuza
- Emtricitabine component of symtuza
- emtricitabine component of truvada
- Emtricitabine component of truvada
- emtriva
- Emtriva

### Other names (62)

- (-)-emtricitabine
- (-)-FTC
- 5 fluoro 1 2 hydroxymethyl 1 3 oxathiolan 5 yl cytosine 2r 5s
- 5-FLUORO-1-(2-(HYDROXYMETHYL)-1,3-OXATHIOLAN-5-YL)CYTOSINE (2R,5S)
- 524 w 91
- 524-W-91
- 524w91
- 524W91
- atripla component emtricitabine
- ATRIPLA COMPONENT EMTRICITABINE
- bw 524w91
- BW-524W91
- coviracil
- Coviracil
- descovy component emtricitabine
- DESCOVY COMPONENT EMTRICITABINE
- emtricitabina
- Emtricitabina
- emtricitabine
- Emtricitabine
- EMTRICITABINE \[EMA EPAR\]
- EMTRICITABINE \[HSDB\]
- emtricitabine \[INN\]
- EMTRICITABINE \[JAN\]
- EMTRICITABINE \[MART.\]

And 37 more, listed on the interactive page.

## Identifiers

**ATC classification codes**

- J05AF09

Sources for recorded values

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

**CAS registry numbers**

- 143491-57-0

**ChEMBL ID**

CHEMBL885

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

**InChIKey**

XQSPYNMVSIKCOC-NTSWFWBYSA-N

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL885)

**PubChem compound IDs**

- 60877

**RxNorm IDs (RxCUI)**

- 276237

**FDA ingredient codes (UNII)**

- G70B4ETF4S

## Regulatory information

### United States

**Applicant**

GILEAD

**Approval date**

2 Jul 2003

**Application number**

NDA021500

### European Union

**Status**

Authorised

**Status date**

24 Oct 2003

**Authorisation date**

24 Oct 2003

**Approved indications**

Emtriva is indicated for the treatment of HIV-1 infected adults and children in combination with other antiretroviral agents. This indication is based on studies in treatment-naive patients and treatment-experienced patients with stable virological control. There is no experience of the use of Emtriva in patients who are failing their current regimen or who have failed multiple regimens. When deciding on a new regimen for patients who have failed an antiretroviral regimen, careful consideration should be given to the patterns of mutations associated with different medicinal products and the treatment history of the individual patient. Where available, resistance testing may be appropriate.

**Product number**

EMEA/H/C/000533

**Authorisation holder**

Gilead Sciences Ireland UC

**Priority medicines scheme**

No

**Generic**

No

**Biosimilar**

No

**Generic medicines**

0

**Biosimilar medicines**

0

**Advanced therapy**

No

**Conditional approval**

No

**Additional monitoring**

No

**Accelerated assessment**

No

**Exceptional circumstances**

No

#### Therapeutic areas

- HIV Infections

European medicines record

Source: [www.ema.europa.eu](https://www.ema.europa.eu/en/medicines/human/EPAR/emtriva)

### Other regulatory facts

**Patents**

0

**Designations**

1

**First in class**

No

**Fast track**

Yes

**Breakthrough designation**

No

**Orphan designation**

No

**Priority review**

No

**Orphan exclusivity**

No

**Accelerated approval**

No

**Availability**

Prescription only

**Boxed warning**

Yes

## Pharmacology

### Drug classification

**Pharmacology name**

emtricitabine

**Type**

Synthetic organic

**Drug name stem**

\-citabine

**Approval recorded by Guide to Pharmacology**

Yes

#### Administration routes

- Oral

### Mechanisms of action

- **Mechanism**  
Human immunodeficiency virus type 1 reverse transcriptase inhibitor

**Action type**  
Inhibitor

**Target**  
Human immunodeficiency virus type 1 reverse transcriptase

**Protein identifier**  
Q72547

### Open Targets mechanisms

- **Mechanism**  
Human immunodeficiency virus type 1 reverse transcriptase inhibitor

**Action type**  
Inhibitor

**Target**  
Human immunodeficiency virus type 1 reverse transcriptase

### DrugCentral mechanisms

- **Action type**  
Inhibitor

**Gene symbol**  
pol

**Protein identifier**  
Q72547

**Organism**  
Human immunodeficiency virus 1

### Investigated indications (13)

- **Condition**  
HIV Infections

**Highest recorded phase**  
4

**Condition identifier**  
EFO:0000180

**Subject identifier**  
D015658
- **Condition**  
Infections

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0000544

**Subject identifier**  
D007239
- **Condition**  
Virus Diseases

**Highest recorded phase**  
4

**Condition identifier**  
EFO:0000763

**Subject identifier**  
D014777
- **Condition**  
HIV Infections

**Highest recorded phase**  
4

**Condition identifier**  
EFO:0000764

**Subject identifier**  
D015658
- **Condition**  
Acquired Immunodeficiency Syndrome

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0000765

**Subject identifier**  
D000163
- **Condition**  
Insulin Resistance

**Highest recorded phase**  
1

**Condition identifier**  
EFO:0002614

**Subject identifier**  
D007333
- **Condition**  
Hepatitis C

**Highest recorded phase**  
1

**Condition identifier**  
EFO:0003047

**Subject identifier**  
D006526
- **Condition**  
Hepatitis B, Chronic

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0004197

**Subject identifier**  
D019694
- **Condition**  
Hepatitis B, Chronic

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0004239

**Subject identifier**  
D019694
- **Condition**  
Liver Cirrhosis, Biliary

**Highest recorded phase**  
2

**Condition identifier**  
EFO:1001486

**Subject identifier**  
D008105
- **Condition**  
Multiple Sclerosis

**Highest recorded phase**  
2

**Condition identifier**  
MONDO:0005301

**Subject identifier**  
D009103
- **Condition**  
Tuberculosis

**Highest recorded phase**  
1

**Condition identifier**  
MONDO:0018076

**Subject identifier**  
D014376
- **Condition**  
Severe Acute Respiratory Syndrome

**Highest recorded phase**  
3

**Condition identifier**  
MONDO:0100096

**Subject identifier**  
D045169

### Open Targets indications (36)

- **Condition identifier**  
EFO\_0000180
- **Condition identifier**  
EFO\_0000180

**Highest recorded phase**  
4
- **Condition identifier**  
EFO\_0000544

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0000763
- **Condition identifier**  
EFO\_0000764
- **Condition identifier**  
EFO\_0000765

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0004197

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0004239

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0009878
- **Condition identifier**  
EFO\_0010702
- **Condition identifier**  
EFO\_1001486

**Highest recorded phase**  
2
- **Condition identifier**  
HP\_0001513

**Highest recorded phase**  
3
- **Condition identifier**  
HP\_0003124

**Highest recorded phase**  
2
- **Condition identifier**  
HP\_0025502

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0004975

**Highest recorded phase**  
1
- **Condition identifier**  
MONDO\_0005055

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005108

**Highest recorded phase**  
4
- **Condition identifier**  
MONDO\_0005109

**Highest recorded phase**  
4
- **Condition identifier**  
MONDO\_0005136

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005231

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005249

**Highest recorded phase**  
2
- **Condition identifier**  
MONDO\_0005301

**Highest recorded phase**  
2
- **Condition identifier**  
MONDO\_0005344

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005366

**Highest recorded phase**  
2
- **Condition identifier**  
MONDO\_0005388

**Highest recorded phase**  
2

And 11 more, listed on the interactive page.

### Warnings

- **Warning**  
Black Box Warning

**Effect**  
hepatotoxicity

### Open Targets warnings

- **Warning**  
Black Box Warning

**Effect**  
hepatotoxicity

**Country**  
United States

### Reported adverse events (20)

- **Event**  
abortion spontaneous

**Reports**  
359

**Reporting signal score**

392.221
- **Event**  
acute hiv infection

**Reports**  
80

**Reporting signal score**

366.57
- **Event**  
blood creatinine increased

**Reports**  
305

**Reporting signal score**

202.647
- **Event**  
blood hiv rna increased

**Reports**  
192

**Reporting signal score**

699.751
- **Event**  
cd4 lymphocytes decreased

**Reports**  
98

**Reporting signal score**

250.513
- **Event**  
drug resistance

**Reports**  
447

**Reporting signal score**

783.771
- **Event**  
fanconi syndrome acquired

**Reports**  
124

**Reporting signal score**

364.853
- **Event**  
genotype drug resistance test positive

**Reports**  
111

**Reporting signal score**

322.195
- **Event**  
immune reconstitution inflammatory syndrome

**Reports**  
311

**Reporting signal score**

828.323
- **Event**  
immune reconstitution syndrome

**Reports**  
73

**Reporting signal score**

199.002
- **Event**  
lipodystrophy acquired

**Reports**  
91

**Reporting signal score**

220.482
- **Event**  
osteoporosis

**Reports**  
250

**Reporting signal score**

376.732
- **Event**  
pathogen resistance

**Reports**  
134

**Reporting signal score**

212.708
- **Event**  
premature baby

**Reports**  
249

**Reporting signal score**

253.707
- **Event**  
product dispensing error

**Reports**  
175

**Reporting signal score**

325.797
- **Event**  
renal tubular disorder

**Reports**  
151

**Reporting signal score**

373.118
- **Event**  
stillbirth

**Reports**  
115

**Reporting signal score**

234.859
- **Event**  
viral load increased

**Reports**  
234

**Reporting signal score**

737.394
- **Event**  
viral mutation identified

**Reports**  
169

**Reporting signal score**

416.03
- **Event**  
virologic failure

**Reports**  
384

**Reporting signal score**  
1,072.48

### Trial references (320)

- NCT00002335  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00002335)
- NCT00002362  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00002362)
- NCT00002416  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00002416)
- NCT00006144  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00006144)
- NCT00006208  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00006208)
- NCT00016718  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00016718)
- NCT00017992  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00017992)
- NCT00036452  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00036452)
- NCT00039741  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00039741)
- NCT00043966  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00043966)
- NCT00074581  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00074581)
- NCT00076791  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00076791)
- NCT00084136  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00084136)
- NCT00089505  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00089505)
- NCT00090779  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00090779)
- NCT00099632  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00099632)
- NCT00102206  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00102206)
- NCT00105079  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00105079)
- NCT00106379  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00106379)
- NCT00112047  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00112047)
- NCT00115609  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00115609)
- NCT00118898  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00118898)
- NCT00158457  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00158457)
- NCT00192634  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00192634)
- NCT00196599  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00196599)

And 295 more, listed on the interactive page.

## Dosing

**Dose**

200 mg / 300 mg

**Route**

Oral

**How often**

Once daily

### Conditions of use

- Take with or without food

## Chemical properties

**Hydrogen bond acceptors**

7

**Hydrogen bond donors**

2

**Polar surface area**

90.37

**Calculated partition coefficient (ALogP)**

\-0.46

**Calculated partition coefficient (XLogP)**

\-0.6

**Prodrug**

Yes

**Chirality**

Single enantiomer

**Inorganic**

No

**Rule-of-five violations**

0

**Rotatable bonds**

2

**Heavy atoms**

16

**Molecular formula**

C8H10FN3O3S

**Monoisotopic mass**

247.04269053

**Natural product**

No

## National Drug Codes

- 0093-5234
- 0093-7704
- 0378-5440
- 0904-7172
- 16714-534
- 31722-560
- 31722-736
- 33342-106
- 33342-138
- 42291-980
- 42385-801
- 42385-915
- 42385-953
- 42543-719
- 51407-112
- 59651-165
- 59651-166
- 59651-167
- 59676-800
- 64380-719
- 65862-301
- 65862-354
- 65862-497
- 68180-287
- 69097-209

And 48 more, listed on the interactive page.

## Evidence counts

**Recorded assays**

1,099

**Active assays**

47

### Active assay types (2)

- Confirmatory
- Screening

## Pharmacologic actions

- Antiviral Agents  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000998.html)
- Reverse Transcriptase Inhibitors  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D018894.html)
- Anti-HIV Agents  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D019380.html)

## Biological measurements

### Observed measurements

#### Oral bioavailability

**Median**

93

**Mean**

82

**Minimum**

60

**Maximum**

93

**Unit**

%

**Assays**

3

**Standard deviation**

19.0526

**Summary method**

median

**Censored results excluded**

0

**Other units excluded**

0

**Unknown units excluded**

0

#### Measurement types

- F

## Related records

### Trials (388)

- (mo)BETTA Trial in Transwomen for Optimization of ART
- A Bioequivalence Study of Darunavir, Emtricitabine, and Tenofovir Alafenamide, in the Presence of Cobicistat in Healthy Participants
- A Clinical Study of Islatravir and Ulonivirine for People With HIV-1 Who Have Not Been Treated Before (MK-8591B-062)
- [A Clinical Study of MK-8527 to Prevent Human Immunodeficiency Virus Type 1 (HIV-1) (MK-8527-011)](https://trialight.com/data/trial/a-clinical-study-of-mk-8527-to-prevent-human-006d8e85-ee67-422f-85b5-b950c7338fb1.md)
- A Clinical Trial Comparing the Efficacy of Tenofovir Disoproxil Fumarate/Emtricitabine/Rilpivirine (TDF/FTC/RPV) Versus TDF/FTC/Efavirenz (TDF/FTC/EFV) in Patients With Undetectable Plasma HIV-1 RNA on Current First-line Treatment
- A Clinical Trial of MK-4646 With Bictegravir/Emtricitabine/Tenofovir Alafenamide and Dolutegravir in Healthy Adult Participants (MK-4646)
- A Clinical Trial to Evaluate the Reversibility of Abacavir/Lamivudine/Dolutegravir CNS-Related Neurotoxicity After Switching to Tenofovir/Alafenamide/Emtricitabine/Darunavir/Cobicistat (TAF/FTC/DRV/c)
- A Comparison of Emtricitabine and Abacavir Used in a Three-Drug Combination in HIV-Infected Patients Who Have Never Taken Anti-HIV Drugs
- A Comparison of Emtricitabine and Stavudine Used With Didanosine Plus Efavirenz in HIV-Infected Patients Who Have Not Taken Anti-HIV Drugs
- A Comparison of Two Anti-HIV Drug Regimens for Youth Who Have Failed Prior Therapy
- A Demonstration Project to Add Pre- or Post-exposure Prophylaxis to Combination HIV Prevention Services
- A Dose-Range Finding Clinical Trial Study in Human Immunodeficiency Virus (HIV-1) Infected Treatment-Naive Adults
- A Key Link for Transmission Prevention
- A Pharmacist-run PrEP Program for Women
- A Pharmacokinetic Evaluation of Tenofovir/Emtricitabine as HIV Pre-Exposure Prophylaxis in Transgender Women
- A Phase 2b Study Evaluating Oral VH4524184 Regimens in Treatment Naïve Persons With HIV-1 (INNOVATE Study)
- A Phase IV, Open-label, Randomised, Pilot Clinical Trial Designed to Evaluate the Potential Neurotoxicity of Dolutegravir/Lamivudine/Abacavir in Neurosymptomatic HIV Patients and Its Reversibility After Switching to Elvitegravir/Cobicistat/Emtricitabine/Tenofovir Alafenamide. DREAM Study
- A Pilot Study of Pre-Exposure Prophylaxis (PrEP) to Evaluate Safety, Acceptability, and Adherence in At-Risk Populations in Kenya, Africa
- A Pilot Study of Pre-Exposure Prophylaxis (PrEP) to Evaluate Safety, Acceptability, and Adherence in At-risk Populations in Uganda, Africa
- A Pilot Study to Assess the Feasibility of Switching, Individuals Receiving Atripla With Continuing Central Nervous System (CNS) Toxicity, to a Fixed Dose Combination of Tenofovir/Emtricitabine/Rilpivirine

### Approved for (2)

- [HIV infectious disease](https://trialight.com/data/condition/hiv-infectious-disease-1260f28c-d667-55f9-b221-15d5017fde05.md)
- [Viral infectious disease](https://trialight.com/data/condition/viral-infectious-disease-43db42a3-adad-5b9d-b74c-f17df0674c21.md)

### In development for (8)

- AIDS Phase 3
- [Chronic hepatitis B virus infection](https://trialight.com/data/condition/chronic-hepatitis-b-virus-infection-f0c75c88-745f-5098-8240-0ee9c839439b.md) Phase 3
- [COVID-19](https://trialight.com/data/condition/covid-19-13f0ebf3-c291-557d-bdef-93563d077103.md) Phase 3
- [Hepatitis B virus infection](https://trialight.com/data/condition/hepatitis-b-virus-infection-63cb6d13-50c4-5e97-86fd-ce5481d9d1c6.md) Phase 3
- Hepatitis C virus infection Phase 1
- [Multiple sclerosis](https://trialight.com/data/condition/multiple-sclerosis-62806c95-fe1b-529e-bd16-95cb92d15375.md) Phase 2
- Primary biliary cholangitis Phase 2
- [Tuberculosis](https://trialight.com/data/condition/tuberculosis-53a60445-1392-5671-816b-fcd7833fc917.md) Phase 1

### Other linked conditions (1)

- Aicardi-Goutieres syndrome

---

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