Molecule Details
| InChIKey | JFOZKMSJYSPYLN-QHCPKHFHSA-N |
|---|---|
| Compound Name | Lifitegrast |
| Canonical SMILES | CS(=O)(=O)c1cccc(C[C@H](NC(=O)c2c(Cl)cc3c(c2Cl)CCN(C(=O)c2ccc4ccoc4c2)C3)C(=O)O)c1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 3 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 7.82 |
| Source | ChEMBL;BindingDB |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB11611 |
|---|---|
| Drug Name | Lifitegrast |
| CAS Number | 1025967-78-5 |
| Groups | approved investigational |
| ATC Codes | S01XA25 |
| Description | Lifitegrast is a FDA approved drug for the treatment of keratoconjunctivitis sicca (dry eye syndrome). It is a tetrahydroisoquinoline derivative and lymphocyte function-associated antigen-1 ( LFA-1) antagonist that was discovered through the rational design process. The ophthalmic solution was appro... |
Categories: Amino Acids Amino Acids, Aromatic Amino Acids, Cyclic Amino Acids, Peptides, and Proteins Anti-Inflammatory Agents Anti-inflammatory Agents, Miscellaneous Compounds used in a research, industrial, or household setting Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Lymphocyte Function-Associated Antigen-1 Lymphocyte Function-Associated Antigen-1 Antagonist Lymphocyte Function-Associated Antigen-1 Antagonists OATP2B1/SLCO2B1 substrates Ophthalmic Solutions Ophthalmologicals Pharmaceutical Preparations Pharmaceutical Solutions Sensory Organs Solutions Sulfur Compounds
Cross-references: BindingDB: 50386331 ChEBI: 133023 CHEMBL2048028 ChemSpider: 10139520 Drugs Product Database (DPD): 22923 D10374 PubChem:11965427 PubChem:347828006 RxCUI: 1801820 Wikipedia: Lifitegrast ZINC: ZINC000084668739
Target Activities (3)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P05362 | ICAM1 | Homo sapiens | Human | PF21146 PF03921 PF13895 | 8.3 | IC50 | ChEMBL;BindingDB |
| P05107 | ITGB2 | Homo sapiens | Human | PF23105 PF08725 PF07965 PF00362 PF17205 | 7.6 | IC50 | ChEMBL |
| P20701 | ITGAL | Homo sapiens | Human | PF01839 PF08441 PF20805 PF00357 PF00092 | 7.6 | IC50 | ChEMBL;BindingDB |
DrugBank Target Actions (5)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P11712 | CYP2C9 | Cytochrome P450 2C9 | inhibitor | enzymes |
| P20701 | ITGAL | Integrin alpha-L | antagonist | targets |
| P05362 | ICAM1 | Intercellular adhesion molecule 1 | inhibitor | targets |
| O94956 | SLCO2B1 | Solute carrier organic anion transporter family member 2B1 | substrate | transporters |
| P46721 | P46721 | Solute carrier organic anion transporter family member 1A2 | substrate | transporters |