Molecule Details
| InChIKey | PMATZTZNYRCHOR-CGLBZJNRSA-N |
|---|---|
| Compound Name | Cyclosporin A |
| Canonical SMILES | C/C=C/C[C@@H](C)[C@@H](O)[C@H]1C(=O)N[C@@H](CC)C(=O)N(C)CC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 20 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.83 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00091 |
|---|---|
| Drug Name | Cyclosporine |
| CAS Number | 59865-13-3 |
| Groups | approved investigational vet_approved |
| ATC Codes | L04AD01 S01XA18 |
| Description | Cyclosporine is a calcineurin inhibitor known for its immunomodulatory properties that prevent organ transplant rejection and treat various inflammatory and autoimmune conditions. It is isolated from the fungus _Beauveria nivea_.[A174049] Initially manufactured by Sandoz and approved for use by the ... |
Categories: Agents Causing Muscle Toxicity Agents causing hyperkalemia Agents that produce hypertension Agents that produce neuromuscular block (indirect) Agents that reduce seizure threshold Amino Acids, Peptides, and Proteins Anti-Inflammatory Agents Antirheumatic Agents BCRP/ABCG2 Inhibitors BSEP/ABCB11 Inhibitors BSEP/ABCB11 Substrates BSEP/ABCB11 Substrates with a Narrow Therapeutic Index Calcineurin Inhibitor Immunosuppressant Calcineurin Inhibitors Cyclosporins Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 inhibitors (strength unknown) Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (moderate) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (moderate) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A4 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP3A5 Substrates Cytochrome P-450 CYP3A5 Substrates with a Narrow Therapeutic Index Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Dermatologicals Enzyme Inhibitors Immunologic Factors Immunosuppressive Agents NTCP Inhibitors Narrow Therapeutic Index Drugs Nephrotoxic agents Neurotoxic agents OAT1/SLC22A6 Substrates OAT1/SLC22A6 inhibitors OATP1B1/SLCO1B1 Inhibitors OATP1B1/SLCO1B1 Substrates OATP1B3 inhibitors Ophthalmologicals P-glycoprotein inhibitors P-glycoprotein substrates P-glycoprotein substrates with a Narrow Therapeutic Index Peptides Peptides, Cyclic
Cross-references: BindingDB: 50022815 ChEBI: 4031 CHEMBL160 ChemSpider: 4447449 Drugs Product Database (DPD): 11396 C05086 D00184 PharmGKB: PA449167 PubChem:5284373 PubChem:46508198 RxCUI: 3008 Therapeutic Targets Database: DNC001177 Wikipedia: Ciclosporin
Target Activities (20)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P68106 | FKBP1B | Homo sapiens | Human | PF00254 | 8.2 | Ki | ChEMBL;BindingDB |
| Q08752 | PPID | Homo sapiens | Human | PF00160 | 8.1 | Ki | ChEMBL;BindingDB |
| P23284 | PPIB | Homo sapiens | Human | PF00160 | 8.1 | Kd | ChEMBL;BindingDB |
| P62937 | PPIA | Homo sapiens | Human | PF00160 | 8.0 | IC50 | ChEMBL;BindingDB |
| Q02790 | FKBP4 | Homo sapiens | Human | PF00254 PF00515 PF07719 | 7.8 | IC50 | ChEMBL;BindingDB |
| P62942 | FKBP1A | Homo sapiens | Human | PF00254 | 7.7 | Ki | ChEMBL;BindingDB |
| Q08209 | PPP3CA | Homo sapiens | Human | PF00149 | 7.6 | IC50 | ChEMBL;BindingDB |
| Q9NPD5 | SLCO1B3 | Homo sapiens | Human | PF07648 PF03137 | 6.9 | IC50 | ChEMBL |
| P48454 | PPP3CC | Homo sapiens | Human | PF00149 | 6.7 | IC50 | BindingDB |
| O95342 | ABCB11 | Homo sapiens | Human | PF00664 PF00005 | 6.3 | IC50 | ChEMBL;BindingDB |
| Q9UNQ0 | ABCG2 | Homo sapiens | Human | PF01061 PF19055 PF00005 | 6.3 | Ki | ChEMBL;BindingDB |
| O15438 | ABCC3 | Homo sapiens | Human | PF00664 PF00005 PF24357 | 6.2 | IC50 | ChEMBL;BindingDB |
| P08183 | ABCB1 | Homo sapiens | Human | PF00664 PF00005 | 6.2 | IC50 | ChEMBL;BindingDB |
| Q9Y6L6 | SLCO1B1 | Homo sapiens | Human | PF07648 PF03137 | 6.2 | IC50 | ChEMBL;BindingDB |
| P08684 | CYP3A4 | Homo sapiens | Human | PF00067 | 6.0 | Ki | ChEMBL;BindingDB |
| P20815 | CYP3A5 | Homo sapiens | Human | PF00067 | 6.0 | Ki | ChEMBL |
| P24462 | CYP3A7 | Homo sapiens | Human | PF00067 | 6.0 | Ki | ChEMBL |
| Q9HB55 | CYP3A43 | Homo sapiens | Human | PF00067 | 6.0 | Ki | ChEMBL |
| Q14973 | SLC10A1 | Homo sapiens | Human | PF01758 | 6.0 | IC50 | ChEMBL;BindingDB |
| Q72547 | pol | Human immunodeficiency virus type 1 | Pathogen | PF00075 PF00078 PF06815 PF06817 | 6.3 | IC50 | ChEMBL;BindingDB |
DrugBank Target Actions (26)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P08684 | CYP3A4 | Cytochrome P450 3A4 | inhibitor | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | inhibitor | enzymes |
| P33261 | CYP2C19 | Cytochrome P450 2C19 | inhibitor | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | substrate | enzymes |
| P20815 | CYP3A5 | Cytochrome P450 3A5 | substrate | enzymes |
| P30405 | PPIF | Peptidyl-prolyl cis-trans isomerase F, mitochondrial | binder | targets |
| P49069 | P49069 | Guided entry of tail-anchored proteins factor CAMLG | binder | targets |
| P62937 | PPIA | Peptidyl-prolyl cis-trans isomerase A | binder | targets |
| P62937 | PPIA | Peptidyl-prolyl cis-trans isomerase A | inhibitor | targets |
| Q08209 | PPP3CA | Protein phosphatase 3 catalytic subunit alpha | inhibitor | targets |
| Q96LZ3 | Q96LZ3 | Calcineurin subunit B type 2 | inhibitor | targets |
| O95342 | ABCB11 | Bile salt export pump | inhibitor | transporters |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inhibitor | transporters |
| Q12908 | SLC10A2 | Ileal sodium/bile acid cotransporter | inhibitor | transporters |
| Q14973 | SLC10A1 | Hepatic sodium/bile acid cotransporter | inhibitor | transporters |
| Q4U2R8 | SLC22A6 | Solute carrier family 22 member 6 | inhibitor | transporters |
| Q5T3U5 | Q5T3U5 | ATP-binding cassette sub-family C member 10 | inhibitor | transporters |
| Q92887 | ABCC2 | ATP-binding cassette sub-family C member 2 | inhibitor | transporters |
| Q9NPD5 | SLCO1B3 | Solute carrier organic anion transporter family member 1B3 | inhibitor | transporters |
| Q9UNQ0 | ABCG2 | Broad substrate specificity ATP-binding cassette transporter ABCG2 | inhibitor | transporters |
| Q9Y6L6 | SLCO1B1 | Solute carrier organic anion transporter family member 1B1 | inhibitor | transporters |
| O95342 | ABCB11 | Bile salt export pump | substrate | transporters |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | substrate | transporters |
| Q4U2R8 | SLC22A6 | Solute carrier family 22 member 6 | substrate | transporters |
| Q5T3U5 | Q5T3U5 | ATP-binding cassette sub-family C member 10 | substrate | transporters |
| Q9Y6L6 | SLCO1B1 | Solute carrier organic anion transporter family member 1B1 | substrate | transporters |