> Trialight public data. Index of pages: https://trialight.com/llms.txt
> Web page: https://trialight.com/data/asset/lopinavir-f80c9dc4-4fb1-4856-b4ca-be5db386c9e4
> Record changed: 2026-10-13

# Lopinavir

Highest phase reached

Approved

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

Drug type

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

First approval year

2000

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

## Development status

**First approval year**

2000

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

**Listing at source**

Listed

**Highest phase reached**

Approved

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

## Names and chemistry

**Drug type**

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

**Drug name**

Lopinavir

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

**Molecular weight**

628.81

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

**Structure (SMILES)**

Cc1cccc(C)c1OCC(=O)N\[C@@H\](Cc1ccccc1)\[C@@H\](O)C\[C@H\](Cc1ccccc1)NC(=O)\[C@H\](C(C)C)N1CCCNC1=O

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

### Brand names (2)

- lopinavir component of kaletra
- Lopinavir component of kaletra

### Other names (53)

- (1S-(1R\*(R\*),3R\*,4R\*))-N-(4-(((2,6-DIMETHYLPHENOXY)ACETYL)AMINO)-3-HYDROXY-5-PHENYL-1-(PHENYLMETHYL)PENTYL)TETRAHYDRO-.ALPHA.-(1-METHYLETHYL)-2-OXO-1(2H)-PYRIMIDINEACETAMIDE
- (αS)-Tetrahydro-N-\[(αS)-α-\[(2S,3S)-2-hydroxy-4-phenyl-3-\[2-(2,6-xylyloxy)acetamido\]butyl\]phenethyl\]-α-isopropyl-2-oxo-1(2H)-pyrimidineacetamide
- 1s 1r r 3r 4r n 4 2 6 dimethylphenoxy acetyl amino 3 hydroxy 5 phenyl 1 phenylmethyl pentyl tetrahydro alpha 1 methylethyl 2 oxo 1 2h pyrimidineacetamide
- a 157378 0
- A-157378-0
- A-157378.0
- abt 378
- ABT-378
- aluviran
- Aluviran
- etravirine lopinavir ritonavir
- kaletra component lopinavir
- KALETRA COMPONENT LOPINAVIR
- koletra
- Koletra
- lopinavir
- Lopinavir
- LOPINAVIR \[EMA EPAR\]
- LOPINAVIR \[EP MONOGRAPH\]
- lopinavir \[INN\]
- LOPINAVIR \[JAN\]
- LOPINAVIR \[MART.\]
- LOPINAVIR \[MI\]
- LOPINAVIR \[ORANGE BOOK\]
- LOPINAVIR \[USAN\]

And 28 more, listed on the interactive page.

## Identifiers

**CAS registry numbers**

- 192725-17-0

**ChEMBL ID**

CHEMBL729

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

**InChIKey**

KJHKTHWMRKYKJE-SUGCFTRWSA-N

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL729)

**PubChem compound IDs**

- 92727

**RxNorm IDs (RxCUI)**

- 195088

**FDA ingredient codes (UNII)**

- 2494G1JF75

## Regulatory information

### United States

**Applicant**

ABBVIE

**Approval date**

15 Sept 2000

**Application number**

NDA021251

### Other regulatory facts

**First in class**

No

**Orphan designation**

No

**Availability**

Prescription only

## Pharmacology

### Drug classification

**Pharmacology name**

lopinavir

**Type**

Synthetic organic

**Drug name stem**

\-vir

**Approval recorded by Guide to Pharmacology**

Yes

#### Administration routes

- Oral

### Mechanisms of action

- **Mechanism**  
Human immunodeficiency virus type 1 protease inhibitor

**Action type**  
Inhibitor

**Target**  
Human immunodeficiency virus type 1 protease

**Protein identifier**  
Q72874

### Open Targets mechanisms

- **Mechanism**  
Human immunodeficiency virus type 1 protease inhibitor

**Action type**  
Inhibitor

**Target**  
Human immunodeficiency virus type 1 protease

### DrugCentral mechanisms

- **Action type**  
Inhibitor

**Gene symbol**  
pol

**Protein identifier**  
Q72874

**Organism**  
Human immunodeficiency virus 1

### Investigated indications (17)

- **Condition**  
HIV Infections

**Highest recorded phase**  
4

**Condition identifier**  
EFO:0000180

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

**Highest recorded phase**  
2

**Condition identifier**  
EFO:0000544

**Subject identifier**  
D007239
- **Condition**  
Sarcoma, Kaposi

**Highest recorded phase**  
2

**Condition identifier**  
EFO:0000558

**Subject identifier**  
D012514
- **Condition**  
Severe Acute Respiratory Syndrome

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0000694

**Subject identifier**  
D045169
- **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**  
Pregnancy

**Highest recorded phase**  
2

**Condition identifier**  
EFO:0002950

**Subject identifier**  
D011247
- **Condition**  
Hepatitis C

**Highest recorded phase**  
1

**Condition identifier**  
EFO:0003047

**Subject identifier**  
D006526
- **Condition**  
Pneumonia

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0003106

**Subject identifier**  
D011014
- **Condition**  
Anus Neoplasms

**Highest recorded phase**  
1

**Condition identifier**  
EFO:0003835

**Subject identifier**  
D001005
- **Condition**  
Coronavirus Infections

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0007224

**Subject identifier**  
D018352
- **Condition**  
Influenza, Human

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0007328

**Subject identifier**  
D007251
- **Condition**  
Respiratory Distress Syndrome

**Highest recorded phase**  
1

**Condition identifier**  
EFO:1000637

**Subject identifier**  
D012128
- **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
- **Condition**  
Coronavirus Infections

**Highest recorded phase**  
3

**Condition identifier**  
MONDO:0100116

**Subject identifier**  
D018352

### Open Targets indications (32)

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

**Highest recorded phase**  
4
- **Condition identifier**  
EFO\_0000558
- **Condition identifier**  
EFO\_0000694
- **Condition identifier**  
EFO\_0000764
- **Condition identifier**  
EFO\_0000765

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0002950

**Highest recorded phase**  
2
- **Condition identifier**  
EFO\_0003835

**Highest recorded phase**  
1
- **Condition identifier**  
EFO\_0007224

**Highest recorded phase**  
3
- **Condition identifier**  
HP\_0002783

**Highest recorded phase**  
2
- **Condition identifier**  
HP\_0100578
- **Condition identifier**  
MONDO\_0003046

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

**Highest recorded phase**  
2
- **Condition identifier**  
MONDO\_0005091
- **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\_0005344

**Highest recorded phase**  
2
- **Condition identifier**  
MONDO\_0005347

**Highest recorded phase**  
1
- **Condition identifier**  
MONDO\_0005354

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005388
- **Condition identifier**  
MONDO\_0005812

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0006502
- **Condition identifier**  
MONDO\_0008315

**Highest recorded phase**  
1
- **Condition identifier**  
MONDO\_0012268

**Highest recorded phase**  
3

And 7 more, listed on the interactive page.

### Reported adverse events (34)

- **Event**  
abortion induced

**Reports**  
265

**Reporting signal score**

503.131
- **Event**  
abortion spontaneous

**Reports**  
686

**Reporting signal score**  
1,080.44
- **Event**  
congenital anomaly

**Reports**  
116

**Reporting signal score**

208.791
- **Event**  
cushing's syndrome

**Reports**  
262

**Reporting signal score**

715.767
- **Event**  
depression

**Reports**  
234

**Reporting signal score**

148.959
- **Event**  
diplopia

**Reports**  
125

**Reporting signal score**

216.644
- **Event**  
drug interaction

**Reports**  
1,223

**Reporting signal score**  
1,086.57
- **Event**  
drug resistance

**Reports**  
397

**Reporting signal score**

609.681
- **Event**  
eyelid ptosis

**Reports**  
143

**Reporting signal score**

216.389
- **Event**  
fanconi syndrome

**Reports**  
82

**Reporting signal score**

208.767
- **Event**  
foetal death

**Reports**  
111

**Reporting signal score**

234.349
- **Event**  
hyperbilirubinaemia

**Reports**  
259

**Reporting signal score**

495.446
- **Event**  
hypertriglyceridaemia

**Reports**  
183

**Reporting signal score**

361.067
- **Event**  
immune reconstitution inflammatory syndrome

**Reports**  
226

**Reporting signal score**

506.434
- **Event**  
immune reconstitution syndrome

**Reports**  
145

**Reporting signal score**

476.949
- **Event**  
injection site pain

**Reports**  
1

**Reporting signal score**

219.607
- **Event**  
kaposi's sarcoma

**Reports**  
54

**Reporting signal score**

135.474
- **Event**  
lipodystrophy acquired

**Reports**  
375

**Reporting signal score**  
1,390.61
- **Event**  
live birth

**Reports**  
205

**Reporting signal score**

489.652
- **Event**  
low birth weight baby

**Reports**  
179

**Reporting signal score**

320.521
- **Event**  
mitochondrial toxicity

**Reports**  
147

**Reporting signal score**

562.335
- **Event**  
pain

**Reports**  
78

**Reporting signal score**

216.266
- **Event**  
polydactyly

**Reports**  
86

**Reporting signal score**

237.797
- **Event**  
premature baby

**Reports**  
629

**Reporting signal score**  
1,103.86
- **Event**  
premature delivery

**Reports**  
300

**Reporting signal score**

502.814

And 9 more, listed on the interactive page.

### Trial references (197)

- NCT00004578  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00004578)
- NCT00004580  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00004580)
- NCT00004581  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00004581)
- NCT00004582  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00004582)
- NCT00004583  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00004583)
- NCT00006144  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00006144)
- NCT00017992  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00017992)
- NCT00025727  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00025727)
- NCT00027339  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00027339)
- NCT00028301  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00028301)
- NCT00035932  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00035932)
- NCT00036452  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00036452)
- NCT00038220  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00038220)
- NCT00038480  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00038480)
- NCT00038636  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00038636)
- NCT00039741  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00039741)
- NCT00042289  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00042289)
- NCT00043953  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00043953)
- NCT00043966  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00043966)
- NCT00046033  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00046033)
- NCT00050895  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00050895)
- NCT00052117  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00052117)
- NCT00056641  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00056641)
- NCT00074581  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00074581)
- NCT00075907  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00075907)

And 172 more, listed on the interactive page.

## Dosing

**Dose**

800 mg/200 mg

**Route**

Oral

**How often**

Once daily or twice daily

### Conditions of use (2)

- Swallowed whole and not chewed, broken, or crushed
- Taken with or without food

## Chemical properties

**Hydrogen bond acceptors**

5

**Hydrogen bond donors**

4

**Polar surface area**

120

**Calculated partition coefficient (ALogP)**

4.33

**Calculated partition coefficient (XLogP)**

5.9

**Prodrug**

No

**Chirality**

Single enantiomer

**Inorganic**

No

**Rule-of-five violations**

1

**Rotatable bonds**

15

**Heavy atoms**

46

**Molecular formula**

C37H48N4O5

**Monoisotopic mass**

628.36247064

**Natural product**

Yes

## National Drug Codes

- 0074-3008
- 0074-3956
- 0074-4014
- 31722-556
- 31722-603
- 33342-163
- 33342-164
- 42385-933
- 42385-934

## Evidence counts

**Recorded assays**

2,548

**Active assays**

512

### Active assay types (4)

- Confirmatory
- Other
- Screening
- Summary

## Pharmacologic actions

- HIV Protease Inhibitors  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D017320.html)
- Cytochrome P-450 CYP3A Inhibitors  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D065692.html)

## Biological measurements

These details could not be displayed.

## Related records

### Trials (239)

- "OK 2004 Study" (Only Kaletra 2004 Study): Study to Evaluate Suspending Nucleosides From Triple-Drug Therapy in HIV Subjects
- A Bioavailability Study of Rifabutin and Lopinavir/Ritonavir in Healthy Adult Subjects
- A Comparison of Two Anti-HIV Drug Regimens for Youth Who Have Failed Prior Therapy
- A Multi-centre, Double-blinded, Randomized, Placebo-controlled Trial on the Efficacy and Safety of Lopinavir / Ritonavir Plus Ribavirin in the Treatment of Severe Acute Respiratory Syndrome
- A Multicentre Trial of Second-line Antiretroviral Treatment Strategies in African Adults Using Atazanavir or Lopinavir/Ritonavir
- [A Phase 1/2a Study of DB-1311/BNT324 in Advanced/Metastatic Solid Tumors](https://trialight.com/data/trial/a-phase-1-2a-study-of-db-1311-bnt324-in-advanced-metastatic-b09e4d50-e189-4c38-848b-2e45efa5d49d.md)
- A Phase II/III Trial of Lopinavir/Ritonavir Dosed According to the WHO Pediatric Weight Band Dosing Guidelines
- A Phase III Study Comparing Two Different Anti-HIV Drug Combinations in HIV-Positive Patients Without Previous Anti-HIV Drug Therapy
- A Phase IIIb Study Comparing Two Boosted Protease Inhibitor-based HAART Regimens in HIV-infected Patients Experiencing Their First Virologic Failure While Receiving an NNRTI-containing HAART Regimen
- A PK and Salvage Study for Children With HIV-infection
- A Prospective/Retrospective,Randomized Controlled Clinical Study of Antiviral Therapy in the 2019-nCoV Pneumonia
- A Simplified Kaletra® (Lopinavir/Ritonavir)-Based Therapy Versus a Sustiva® (Efavirenz)-Based Standard of Care in Previously Non-Treated HIV-Infected Subjects
- A Study Exploring an Induction-Maintenance Kaletra-Based Therapy Versus a Sustiva-Based Regimen in Previously Non-Treated, HIV-1/HCV Co-Infected Subjects
- A Study of ABT-378/Ritonavir Combination in HIV-Infected Patients Who Have Taken Protease Inhibitors
- A Study of Combination Therapies to Treat COVID-19 Infection
- A Study of HIV-Disease Development in Aging
- A Study of the Preliminary Efficacy of DARE-HPV to Treat High-risk Persistent Human Papillomavirus (hrHPV)
- A Study of Two Different Doses of ABT-378/Ritonavir in HIV-Infected Patients Who Have Taken Protease Inhibitors and Non-Nucleoside Reverse Transcriptase Inhibitors
- A Study on Antiretroviral Therapy (ART) Naïve Patients On Different Regimens to Treat Hiv (NORTHIV)
- A Study to Compare Anti-HIV Drugs Given Twice a Day or Once a Day, With or Without Direct Observation

### Approved for (1)

- [HIV infectious disease](https://trialight.com/data/condition/hiv-infectious-disease-1260f28c-d667-55f9-b221-15d5017fde05.md)

### In development for (11)

- [Acute respiratory distress syndrome](https://trialight.com/data/condition/acute-respiratory-distress-syndrome-8dc4b74c-8356-5dfd-bfa3-258d9d1e44ab.md) Phase 1
- AIDS Phase 3
- [Anus neoplasm](https://trialight.com/data/condition/anus-neoplasm-9e39fb3f-a1ae-5fe9-b429-a14fe179ca15.md) Phase 1
- [COVID-19](https://trialight.com/data/condition/covid-19-13f0ebf3-c291-557d-bdef-93563d077103.md) Phase 3
- Hepatitis C virus infection Phase 1
- [Influenza](https://trialight.com/data/condition/influenza-ea12369b-7ed6-5f6b-94fe-eb0e56c24def.md) Phase 3
- Kaposi's sarcoma Phase 2
- Middle East respiratory syndrome Phase 3
- [Pneumonia](https://trialight.com/data/condition/pneumonia-d2f12d4d-57c5-5c54-881e-1efe392849eb.md) Phase 3
- [Severe acute respiratory syndrome](https://trialight.com/data/condition/severe-acute-respiratory-syndrome-7654d02a-f750-52a0-bec2-afe3b4b3c224.md) Phase 3
- [Tuberculosis](https://trialight.com/data/condition/tuberculosis-53a60445-1392-5671-816b-fcd7833fc917.md) Phase 1

---

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