Compound Detail
CHEMBL163
RITONAVIR 💊 Approved Drug
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💊 Approved Drug
CC(C)c1nc(CN(C)C(=O)N[C@H](C(=O)N[C@@H](Cc2ccccc2)C[C@H](O)[C@H](Cc2ccccc2)NC(=O)OCc2cncs2)C(C)C)cs1
Basic Information
| ChEMBL ID | CHEMBL163 |
| Name | RITONAVIR |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | NCDNCNXCDXHOMX-XGKFQTDJSA-N |
| Therapeutic | ✓ Yes |
46
Targets
248
Activities
4
Assay Types
30
PK Parameters
20
Publications
19
Known Names
20
Indications
2
Mechanisms
Molecular Properties
721.0
MW (Da)
5.91
ALogP
9
HBA
4
HBD
145.8
PSA (Ų)
0.11
QED
2
Ro5 Violations
17
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1996 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Human immunodeficiency virus type 1 protease inhibitor | INHIBITOR | Human immunodeficiency virus type 1 protease | ✓ | ✓ |
| Cytochrome P450 3A inhibitor | INHIBITOR | Cytochrome P450 3A | ✓ | ✓ |
Indications
Hepatitis C Hepatitis C, Chronic HIV Infections HIV Infections Virus Diseases Acquired Immunodeficiency Syndrome Coronavirus Infections Coronavirus Infections Hepatitis D Infections Influenza, Human Pneumonia Severe Acute Respiratory Syndrome Severe Acute Respiratory Syndrome Hepatitis B, Chronic Mycobacterium avium-intracellulare Infection Neoplasms Neoplasms Post-Acute COVID-19 Syndrome Pregnancy
ATC Classification
J05AE03
ritonavir
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE
Drug Warnings
Black Box Warning
General Warning
Activity Summary
EC50 122 meas. best 10.26
IC50 83 meas. best 9.22
Ki 40 meas. best 10.82
Kd 3 meas. best 9.22
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Human immunodeficiency virus type 1 protease CHEMBL243 | Ki | 10.82 | 9.5012 | 0.0 | 17 |
| Protease CHEMBL2366517 | Ki | 10.47 | 9.77 | 0.0 | 4 |
| Human immunodeficiency virus 1 CHEMBL378 | EC50 | 10.26 | 7.118 | 0.1 | 94 |
| Unchecked CHEMBL612545 | Ki | 9.34 | 7.5667 | 0.5 | 6 |
| Human immunodeficiency virus type 1 protease CHEMBL243 | Kd | 9.22 | 9.22 | 0.6 | 2 |
| Protease CHEMBL2366517 | IC50 | 9.22 | 7.115 | 0.6 | 2 |
| MT2 CHEMBL614184 | IC50 | 8.0 | 8.0 | 10.0 | 1 |
| MT4 CHEMBL388 | IC50 | 8.0 | 7.0833 | 10.0 | 3 |
| Cytochrome P450 3A CHEMBL2364675 | Ki | 7.89 | 7.89 | 13.0 | 1 |
| Human immunodeficiency virus 1 CHEMBL378 | IC50 | 7.82 | 6.8522 | 15.0 | 9 |
| Cytochrome P450 3A4 CHEMBL340 | IC50 | 7.8 | 7.0413 | 16.0 | 8 |
| Cytochrome P450 2C9 CHEMBL3397 | IC50 | 7.8 | 6.1633 | 16.0 | 3 |
| Cytochrome P450 3A4 CHEMBL340 | Ki | 7.72 | 7.1633 | 19.0 | 3 |
| Plasmodium yoelii yoelii CHEMBL612328 | IC50 | 7.47 | 7.47 | 34.2 | 1 |
| Human immunodeficiency virus CHEMBL613758 | EC50 | 7.42 | 6.665 | 38.0 | 2 |
| Liver microsomes CHEMBL613373 | IC50 | 7.4 | 7.4 | 40.0 | 1 |
| MT4 CHEMBL388 | EC50 | 7.16 | 6.5675 | 70.0 | 4 |
| Thromboxane-A synthase CHEMBL1835 | IC50 | 7.12 | 7.12 | 76.0 | 1 |
| Multidrug and toxin extrusion protein 1 CHEMBL1743126 | IC50 | 7.1 | 6.0467 | 80.0 | 3 |
| Human immunodeficiency virus 2 CHEMBL380 | EC50 | 7.08 | 6.595 | 84.0 | 10 |
| Cytochrome P450 3A5 CHEMBL3019 | Ki | 6.92 | 6.92 | 120.0 | 1 |
| Cytochrome P450 3A CHEMBL2364675 | IC50 | 6.85 | 5.5775 | 140.0 | 4 |
| NON-PROTEIN TARGET CHEMBL3879801 | EC50 | 6.85 | 6.85 | 140.0 | 1 |
| Protease CHEMBL2366517 | EC50 | 6.82 | 6.82 | 150.0 | 1 |
| Unchecked CHEMBL612545 | IC50 | 6.7 | 5.63 | 200.0 | 3 |
| Human immunodeficiency virus 2 CHEMBL380 | IC50 | 6.54 | 6.54 | 290.0 | 1 |
| Solute carrier organic anion transporter family member 1B1 CHEMBL1697668 | IC50 | 6.16 | 5.8375 | 700.0 | 4 |
| Plasmodium falciparum CHEMBL364 | EC50 | 6.07 | 5.5883 | 850.0 | 6 |
| Substance-K receptor CHEMBL2327 | Ki | 6.06 | 6.06 | 874.0 | 1 |
| Solute carrier organic anion transporter family member 1B1 CHEMBL1697668 | Ki | 5.89 | 5.89 | 1300.0 | 1 |
| ATP-dependent translocase ABCB1 CHEMBL4302 | IC50 | 5.82 | 5.0467 | 1500.0 | 6 |
| UDP-glucuronosyltransferase 1A1 CHEMBL1287617 | IC50 | 5.77 | 5.645 | 1700.0 | 2 |
| Bile salt export pump CHEMBL6020 | IC50 | 5.76 | 5.685 | 1740.0 | 4 |
| Cytochrome P450 2B6 CHEMBL4729 | IC50 | 5.7 | 5.7 | 2000.0 | 1 |
| Plasmodium vivax CHEMBL613013 | IC50 | 5.65 | 5.65 | 2233.0 | 1 |
| Cytochrome P450 2D6 CHEMBL289 | IC50 | 5.64 | 4.97 | 2300.0 | 2 |
| Substance-K receptor CHEMBL2327 | IC50 | 5.58 | 5.58 | 2622.0 | 1 |
| Solute carrier organic anion transporter family member 1B3 CHEMBL1743121 | Ki | 5.4 | 5.4 | 4000.0 | 1 |
| Nuclear receptor subfamily 1 group I member 2 CHEMBL3401 | EC50 | 5.4 | 5.4 | 4000.0 | 1 |
| Trypanosoma brucei rhodesiense CHEMBL612348 | IC50 | 5.37 | 5.37 | 4300.0 | 1 |
| Multidrug and toxin extrusion protein 2 CHEMBL1743127 | IC50 | 5.36 | 4.99 | 4400.0 | 2 |
| Solute carrier organic anion transporter family member 1B3 CHEMBL1743121 | IC50 | 5.36 | 5.36 | 4400.0 | 1 |
| Vasopressin V1a receptor CHEMBL1889 | Ki | 5.3 | 5.3 | 4981.0 | 1 |
| SARS-CoV-2 CHEMBL4303835 | EC50 | 5.3 | 5.18 | 5000.0 | 2 |
| Kappa-type opioid receptor CHEMBL237 | Ki | 5.26 | 5.26 | 5462.0 | 1 |
| Solute carrier organic anion transporter family member 2B1 CHEMBL1743124 | Ki | 5.23 | 5.23 | 5900.0 | 1 |
| Solute carrier organic anion transporter family member 2B1 CHEMBL1743124 | IC50 | 5.21 | 5.21 | 6100.0 | 1 |
| Leishmania donovani CHEMBL367 | IC50 | 5.05 | 5.05 | 8970.0 | 1 |
| Hepatitis delta virus CHEMBL4888466 | EC50 | 5.04 | 5.04 | 9100.0 | 1 |
| Plasmodium falciparum CHEMBL364 | IC50 | 5.01 | 4.9 | 9664.0 | 2 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 3530.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 8060.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 2570.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 5100.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 8800.0 | ng.hr.mL-1 | Canis lupus familiaris |
| AUC | 1560.0 | ng.hr.mL-1 | Canis lupus familiaris |
| AUC | 6399.9 | ng.hr.mL-1 | Homo sapiens |
| AUC | 3530.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 8060.0 | ng.hr.mL-1 | Canis lupus familiaris |
| AUC | 2190.0 | ng.hr.mL-1 | Canis lupus familiaris |
| AUC | 4430.0 | ng.hr.mL-1 | Canis lupus familiaris |
| AUC | 68000.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 65300.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 7810.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 65900.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 6430.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 58400.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 2.19 | ug ml-1 | Canis lupus familiaris |
| AUC | 9600.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 8190.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 7270.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 4270.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 3293.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 7773.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 3584.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 298001.61 | ng.hr.mL-1 | Homo sapiens |
| AUC | 3530.0 | ng.hr.mL-1 | Rattus norvegicus |
| CL | 1.2 | mL.min-1.kg-1 | Homo sapiens |
| CL | 1.2 | mL.min-1.kg-1 | Homo sapiens |
| CL | 1.2 | mL.min-1.kg-1 | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine