Molecule Details
InChIKeyPMATZTZNYRCHOR-CGLBZJNRSA-N
Compound NameCyclosporin A
Canonical SMILESC/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 pChEMBL6.83
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00091
Drug NameCyclosporine
CAS Number59865-13-3
Groups approved investigational vet_approved
ATC Codes L04AD01 S01XA18
DescriptionCyclosporine 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