> Trialight public data. Index of pages: https://trialight.com/llms.txt
> Web page: https://trialight.com/data/asset/dapivirine-9bc6e0ff-2921-4229-9d0e-65d5ce5728b2
> Record changed: 2026-11-04

# Dapivirine

Highest phase reached

Phase 3

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

Drug type

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

## Development status

**Listing at source**

Listed

**Highest phase reached**

Phase 3

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

## Names and chemistry

**Drug type**

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

**Drug name**

Dapivirine

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

**Molecular weight**

329.41

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

**Structure (SMILES)**

Cc1cc(C)c(Nc2ccnc(Nc3ccc(C#N)cc3)n2)c(C)c1

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

### Other names (35)

- aids 105293
- AIDS-105293
- DAPIRING (Dapivirine) 25mg Vaginal Ring
- dapiring dapivirine 25mg vaginal ring
- dapivirina
- Dapivirina
- dapivirine
- Dapivirine
- dapivirine (TMC120) vaginal gel
- dapivirine (TMC120) vaginal ring
- dapivirine \[INN\]
- DAPIVIRINE \[USAN\]
- Dapivirine \[WHO-DD\]
- dapivirine gel
- Dapivirine gel
- Dapivirine gel (0.05%)
- dapivirine gel 0 05
- dapivirine inn
- dapivirine maraviroc vaginal ring
- dapivirine tmc120 vaginal gel
- dapivirine tmc120 vaginal ring
- dapivirine usan
- dapivirine who dd
- Dapivirine-Maraviroc Vaginal Ring
- gel 02

And 10 more, listed on the interactive page.

## Identifiers

**ATC classification codes**

- G01AX17

Sources for recorded values

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

**CAS registry numbers**

- 244767-67-7

**ChEMBL ID**

CHEMBL70663

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

**InChIKey**

ILAYIAGXTHKHNT-UHFFFAOYSA-N

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL70663)

**PubChem compound IDs**

- 214347

**FDA ingredient codes (UNII)**

- TCN4MG2VXS

## Regulatory information

### Other regulatory facts

**First in class**

No

**Orphan designation**

No

## Pharmacology

### Drug classification

**Drug name stem**

\-vir-

### 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

### Investigated indications (4)

- **Condition**  
HIV Infections

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0000180

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

**Highest recorded phase**  
1

**Condition identifier**  
EFO:0000544

**Subject identifier**  
D007239
- **Condition**  
HIV Infections

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0000764

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

**Highest recorded phase**  
1

**Condition identifier**  
EFO:0000765

**Subject identifier**  
D000163

### Open Targets indications (5)

- **Condition identifier**  
EFO\_0000180

**Highest recorded phase**  
2
- **Condition identifier**  
EFO\_0000544
- **Condition identifier**  
EFO\_0000764

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0000765
- **Condition identifier**  
MONDO\_0005109

**Highest recorded phase**  
1

### Trial references (39)

- NCT00303576  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00303576)
- NCT00304642  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00304642)
- NCT00304668  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00304668)
- NCT00332995  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00332995)
- NCT00469768  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00469768)
- NCT00613249  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00613249)
- NCT00700284  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00700284)
- NCT00917891  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00917891)
- NCT01071174  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01071174)
- NCT01144013  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01144013)
- NCT01144676  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01144676)
- NCT01242579  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01242579)
- NCT01337570  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01337570)
- NCT01337583  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01337583)
- NCT01363037  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01363037)
- NCT01539226  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01539226)
- NCT01548560  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01548560)
- NCT01617096  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01617096)
- NCT01731574  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01731574)
- NCT02010593  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02010593)
- NCT02028338  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02028338)
- NCT02658227  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02658227)
- NCT02808949  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02808949)
- NCT02847286  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02847286)
- NCT02858024  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02858024)

And 14 more, listed on the interactive page.

## Chemical properties

**Hydrogen bond acceptors**

5

**Hydrogen bond donors**

2

**Polar surface area**

73.63

**Calculated partition coefficient (ALogP)**

4.76

**Calculated partition coefficient (XLogP)**

4.8

**Prodrug**

No

**Chirality**

Achiral

**Inorganic**

No

**Rule-of-five violations**

0

**Rotatable bonds**

4

**Heavy atoms**

25

**Molecular formula**

C20H19N5

**Monoisotopic mass**

329.16404563

**Natural product**

Yes

## Evidence counts

**Recorded assays**

662

**Active assays**

186

### Active assay types

- Confirmatory

## Pharmacologic actions

- Anti-HIV Agents  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D019380.html)

## Biological measurements

### Observed measurements

#### Solubility

**Median**

0.15

**Mean**

0.15

**Minimum**

0.15

**Maximum**

0.15

**Unit**

ug/mL

**Assays**

3

**Standard deviation**

0.00000000000000000801234

**Summary method**

median

**Censored results excluded**

0

**Other units excluded**

0

**Unknown units excluded**

0

#### Measurement types

- Solubility

## Related records

### Trials (39)

- A Pharmacokinetic Study of Dapivirine Vaginal Rings in Belgium
- A Phase 1, Randomized Pharmacokinetics and Safety Study of Extended Duration Dapivirine Vaginal Rings
- A Safety and Pharmacokinetic Study for Dapivirine and Maraviroc Gel in Belgium
- A Safety and Tolerability Study of Dapivirine (TMC120) Vaginal Microbicide Gel
- A Safety Study of Dapivirine (TMC120) Vaginal Microbicide Gel in Belgium
- A Safety Study of Dapivirine (TMC120) Vaginal Microbicide Gel in South Africa
- A Safety Study of Two Dapivirine (TMC120) Vaginal Gels in the United States
- A Safety Study to Assess the Delivery of Dapivirine From a Matrix Vaginal Ring
- A Study to Assess the Pharmacokinetics of Dapivirine (TMC120) Vaginal Microbicide Gel
- A Trial In Healthy HIV-Negative Women To Assess The Effect Of Menses And Tampon Use On The Pharmacokinetics Of Dapivirine, Delivered By Dapivirine Vaginal Ring-004, Containing 25 Mg Of Dapivirine
- An Expanded Safety Study of Dapivirine Gel 4759 in Africa
- An Expanded Safety Study of Dapivirine Gel 4789 in Africa
- Assessing the Safety of Dapivirine Gel and Film Formulations
- Betaglucin 0.2% Versus Imiquimod 5% in Treatment of Ano-genital Warts: Combined Results From Triple Blind Controlled Study
- Dapivirine Gel Rectal Safety and PK Study
- DDI Potential: Dapivirine Vaginal Ring and Miconazole Nitrate
- Expanded Use PK of Dapivirine Vaginal Ring
- Feasibility Study of a Vaginal Ring for Delivery of TMC120 (Dapivirine)
- Long-Acting HIV Pre-Exposure Prophylaxis Integrated With Sexual and Reproductive Health - cRCT
- Male Tolerance Study of Dapivirine Gel Following Multiple Topical Penile Exposures

### In development for (2)

- [AIDS](https://trialight.com/data/condition/aids-2a92a841-de6e-51af-bf3e-a52f5bafea66.md) Phase 1
- [HIV infectious disease](https://trialight.com/data/condition/hiv-infectious-disease-1260f28c-d667-55f9-b221-15d5017fde05.md) Phase 3

---

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