Molecule Details
| InChIKey | YMARZQAQMVYCKC-OEMFJLHTSA-N |
|---|---|
| Compound Name | Amprenavir |
| Canonical SMILES | CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1CCOC1)S(=O)(=O)c1ccc(N)cc1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 6 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 8.24 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00701 |
|---|---|
| Drug Name | Amprenavir |
| CAS Number | 161814-49-9 |
| Groups | approved withdrawn |
| ATC Codes | J05AE05 |
| Description | Amprenavir is a protease inhibitor used to treat HIV infection. |
Categories: Acids, Acyclic Amides Amprenavir and Prodrugs Anti-HIV Agents Anti-Infective Agents Anti-Retroviral Agents Antibiotics, Antitubercular Antiinfectives for Systemic Use Antiviral Agents Antivirals for Systemic Use Cytochrome P-450 CYP2B6 Inhibitors Cytochrome P-450 CYP2B6 Inhibitors (weak) Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Inhibitors (strong) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A5 Substrates Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Direct Acting Antivirals Drugs for Treatment of Tuberculosis Enzyme Inhibitors HIV Protease Inhibitors OATP1B1/SLCO1B1 Inhibitors P-glycoprotein inducers P-glycoprotein substrates Protease Inhibitors Sulfones Sulfur Compounds Viral Protease Inhibitors
Cross-references: BindingDB: 577 ChEBI: 40050 CHEMBL116 ChemSpider: 58532 Drugs Product Database (DPD): 12083 C08086 D00894 PDB: 478 PharmGKB: PA448422 PubChem:65016 PubChem:46507537 RxCUI: 228656 Therapeutic Targets Database: DAP000170 Wikipedia: Amprenavir ZINC: ZINC000003809192
Target Activities (6)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P20815 | CYP3A5 | Homo sapiens | Human | PF00067 | 6.7 | Ki | ChEMBL;BindingDB |
| P08684 | CYP3A4 | Homo sapiens | Human | PF00067 | 6.4 | Ki | ChEMBL;BindingDB |
| P03369 | gag-pol | Human immunodeficiency virus type 1 group M subtype B (isolate ARV2/SF2) | Pathogen | PF00540 PF19317 PF00552 PF02022 PF00075 PF00665 PF00077 PF00078 PF06815 PF06817 PF00098 | 9.8 | Ki | BindingDB |
| Q9YQ12 | protease | Human immunodeficiency virus type 1 | Pathogen | PF00077 | 9.4 | Ki | ChEMBL;BindingDB |
| Q72874 | pol | Human immunodeficiency virus type 1 | Pathogen | PF00077 | 9.2 | Ki | ChEMBL |
| P05888 | gag | Human immunodeficiency virus type 1 group M subtype B (isolate MN) | Pathogen | PF00540 PF00607 PF19317 PF08705 PF00098 | 7.9 | IC50 | BindingDB |
DrugBank Target Actions (14)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P08684 | CYP3A4 | Cytochrome P450 3A4 | inducer | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | inhibitor | enzymes |
| P20813 | CYP2B6 | Cytochrome P450 2B6 | inhibitor | enzymes |
| P33261 | CYP2C19 | Cytochrome P450 2C19 | inhibitor | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | substrate | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | substrate | enzymes |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | substrate | enzymes |
| P20815 | CYP3A5 | Cytochrome P450 3A5 | substrate | enzymes |
| P03366 | gag-pol | Gag-Pol polyprotein | inhibitor | targets |
| Q72874 | pol | Pol polyprotein | inhibitor | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inducer | transporters |
| P33527 | ABCC1 | Multidrug resistance-associated protein 1 | inhibitor | transporters |
| Q9Y6L6 | SLCO1B1 | Solute carrier organic anion transporter family member 1B1 | inhibitor | transporters |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | substrate | transporters |