Molecule Details
| InChIKey | RDOIQAHITMMDAJ-UHFFFAOYSA-N |
|---|---|
| Compound Name | Loperamide |
| Canonical SMILES | CN(C)C(=O)C(CCN1CCC(O)(c2ccc(Cl)cc2)CC1)(c1ccccc1)c1ccccc1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 13 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.89 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00836 |
|---|---|
| Drug Name | Loperamide |
| CAS Number | 53179-11-6 |
| Groups | approved investigational |
| ATC Codes | A07DA53 A07DA03 |
| Description | Loperamide is an anti-diarrheal agent that is available as an over-the-counter product for treating diarrhea.[L42785] The drug was first synthesized in 1969 and used medically in 1976.[A251610] It is a highly lipophilic synthetic phenylpiperidine opioid that works by binding to mu-opioid receptors o... |
Categories: Agents causing hyperkalemia Alimentary Tract and Metabolism Antiarrhythmic agents Antidiarrheals Antidiarrheals, Intestinal Antiinflammatory/antiinfective Agents Antipropulsives Bradycardia-Causing Agents Cytochrome P-450 CYP2B6 Substrates Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Gastrointestinal Agents Moderate Risk QTc-Prolonging Agents Opioid Agonist P-glycoprotein substrates Piperidines QTc Prolonging Agents
Cross-references: BindingDB: 50017698 ChEBI: 6532 CHEMBL841 ChemSpider: 3818 Drugs Product Database (DPD): 2251 C07080 D08144 PharmGKB: PA450262 PubChem:3955 PubChem:46504591 RxCUI: 6468 Therapeutic Targets Database: DAP000425 Wikipedia: Loperamide ZINC: ZINC000000537928
Target Activities (13)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P35372 | OPRM1 | Homo sapiens | Human | PF00001 | 9.2 | Ki | ChEMBL;BindingDB |
| Q12809 | KCNH2 | Homo sapiens | Human | PF00027 PF00520 PF13426 | 7.5 | IC50 | ChEMBL;BindingDB |
| Q5BJF2 | TMEM97 | Homo sapiens | Human | PF05241 | 7.4 | Ki | ChEMBL |
| P41145 | OPRK1 | Homo sapiens | Human | PF00001 | 6.8 | IC50 | ChEMBL;BindingDB |
| Q14524 | SCN5A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.6 | IC50 | ChEMBL;BindingDB |
| P41143 | OPRD1 | Homo sapiens | Human | PF00001 | 6.6 | IC50 | ChEMBL;BindingDB |
| Q99720 | SIGMAR1 | Homo sapiens | Human | PF04622 | 6.6 | Ki | ChEMBL |
| P35498 | SCN1A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.6 | IC50 | ChEMBL;BindingDB |
| Q99250 | SCN2A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.6 | IC50 | ChEMBL |
| Q9NY46 | SCN3A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.6 | IC50 | ChEMBL |
| P41595 | HTR2B | Homo sapiens | Human | PF00001 | 6.4 | Ki | ChEMBL |
| P35462 | DRD3 | Homo sapiens | Human | PF00001 | 6.3 | Ki | ChEMBL |
| P31645 | SLC6A4 | Homo sapiens | Human | PF03491 PF00209 | 6.3 | Ki | ChEMBL |
DrugBank Target Actions (13)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P08684 | CYP3A4 | Cytochrome P450 3A4 | inhibitor | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | substrate | enzymes |
| P10632 | CYP2C8 | Cytochrome P450 2C8 | substrate | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | substrate | enzymes |
| P20813 | CYP2B6 | Cytochrome P450 2B6 | substrate | enzymes |
| P35372 | OPRM1 | Mu-type opioid receptor | agonist | targets |
| P41143 | OPRD1 | Delta-type opioid receptor | agonist | targets |
| P41145 | OPRK1 | Kappa-type opioid receptor | agonist | targets |
| O00555 | CACNA1A | Voltage-dependent P/Q-type calcium channel subunit alpha-1A | blocker | targets |
| Q12809 | KCNH2 | Voltage-gated inwardly rectifying potassium channel KCNH2 | blocker | targets |
| P0DP23 | CALM1 | Calmodulin | inhibitor | targets |
| P01189 | P01189 | Pro-opiomelanocortin | modulator | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | substrate | transporters |