Molecule Details
InChIKeyYMARZQAQMVYCKC-OEMFJLHTSA-N
Compound NameAmprenavir
Canonical SMILESCC(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 pChEMBL8.24
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00701
Drug NameAmprenavir
CAS Number161814-49-9
Groups approved withdrawn
ATC Codes J05AE05
DescriptionAmprenavir 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