Compound Detail
CHEMBL2095208
COBICISTAT 💊 Approved Drug
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💊 Approved Drug
CC(C)c1nc(CN(C)C(=O)N[C@@H](CCN2CCOCC2)C(=O)N[C@H](CC[C@H](Cc2ccccc2)NC(=O)OCc2cncs2)Cc2ccccc2)cs1
Basic Information
| ChEMBL ID | CHEMBL2095208 |
| Name | COBICISTAT |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | ZCIGNRJZKPOIKD-CQXVEOKZSA-N |
| Therapeutic | ✓ Yes |
5
Targets
6
Activities
3
Assay Types
0
PK Parameters
12
Publications
11
Known Names
16
Indications
1
Mechanisms
Molecular Properties
776.0
MW (Da)
6.00
ALogP
10
HBA
3
HBD
138.0
PSA (Ų)
0.11
QED
2
Ro5 Violations
19
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2012 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Cytochrome P450 3A inhibitor | INHIBITOR | Cytochrome P450 3A | ✓ | ✓ |
Indications
HIV Infections HIV Infections Infections Acquired Immunodeficiency Syndrome Pneumonia, Pneumocystis Severe Acute Respiratory Syndrome Leukemia, Myeloid, Acute Neoplasms Carcinoma, Pancreatic Ductal Insulin Resistance Leukemia, Biphenotypic, Acute Malaria Pancreatic Neoplasms Pancreatic Neoplasms Precursor Cell Lymphoblastic Leukemia-Lymphoma Carcinoma, Non-Small-Cell Lung
ATC Classification
V03AX03
cobicistat
Level 1: VARIOUS
Level 2: ALL OTHER THERAPEUTIC PRODUCTS
Activity Summary
IC50 4 meas. best 6.82
EC50 1 meas. best 5.56
Kd 1 meas. best 5.66
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Cytochrome P450 3A4 CHEMBL340 | IC50 | 6.82 | 6.82 | 150.0 | 1 |
| Replicase polyprotein 1ab CHEMBL4523582 | Kd | 5.66 | 5.66 | 2200.0 | 1 |
| SARS-CoV-2 CHEMBL4303835 | EC50 | 5.56 | 5.56 | 2740.0 | 1 |
| Replicase polyprotein 1ab CHEMBL4523582 | IC50 | 5.17 | 5.17 | 6700.0 | 1 |
| Cytochrome P450 2D6 CHEMBL289 | IC50 | 5.04 | 5.04 | 9200.0 | 1 |
| Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393 | IC50 | 4.23 | 4.23 | 59000.0 | 1 |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Cytochrome P450 3A4 | IC50 | = | 150.0 | nM | 6.82 | Inhibition of human CYP3A4-mdiated midazolam 1'-hydroxylase activity | 24412072 |
| Replicase polyprotein 1ab | Kd | = | 2200.0 | nM | 5.66 | Binding affinity to SARS-CoV-2 MPro assessed as dissociation constant by FRET an... | 37659195 |
| SARS-CoV-2 | EC50 | = | 2740.0 | nM | 5.56 | Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... | 37659195 |
| Replicase polyprotein 1ab | IC50 | = | 6700.0 | nM | 5.17 | Inhibition of SARS-CoV-2 MPro using Dabcyl-KTSAVLQSGFRKME-Edans as substrate pre... | 37659195 |
| Cytochrome P450 2D6 | IC50 | = | 9200.0 | nM | 5.04 | Inhibition of human CYP2D6 | 24412072 |
| Broad substrate specificity ATP-binding cassette transporter ABCG2 | IC50 | = | 59000.0 | nM | 4.23 | Inhibition of ABCG2 (unknown origin) expressed in dog MDCK-II-BCRP cells assesse... | 35483322 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| - | 10.1101/2020.04.21.054387 | SARS-CoV-2 | 2 |
| 37659195 | 10.1016/j.ejmech.2023.115772 | Replicase polyprotein 1ab | 2 |
| 24412072 | 10.1016/j.bmcl.2013.12.057 | Protease | 1 |
| 24412072 | 10.1016/j.bmcl.2013.12.057 | Cytochrome P450 3A4 | 1 |
| 24412072 | 10.1016/j.bmcl.2013.12.057 | Human immunodeficiency virus 1 | 1 |
| 24412072 | 10.1016/j.bmcl.2013.12.057 | Cytochrome P450 2C19 | 1 |
| 24412072 | 10.1016/j.bmcl.2013.12.057 | Cytochrome P450 1A2 | 1 |
| 24412072 | 10.1016/j.bmcl.2013.12.057 | Cytochrome P450 2D6 | 1 |
| 24412072 | 10.1016/j.bmcl.2013.12.057 | Cytochrome P450 2C9 | 1 |
| 24412072 | 10.1016/j.bmcl.2013.12.057 | Nuclear receptor subfamily 1 group I member 2 | 1 |
| 35483322 | 10.1016/j.ejmech.2022.114346 | Broad substrate specificity ATP-binding cassette transporter ABCG2 | 1 |
| 37659195 | 10.1016/j.ejmech.2023.115772 | SARS-CoV-2 | 1 |
Data from ChEMBL 36 via Core Engine