Compound Detail
CHEMBL1617
RIFAXIMIN 💊 Approved Drug
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💊 Approved Drug
CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(c5c(nc6cc(C)ccn65)c4c3C2=O)NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C
Basic Information
| ChEMBL ID | CHEMBL1617 |
| Name | RIFAXIMIN |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | NZCRJKRKKOLAOJ-XRCRFVBUSA-N |
| Therapeutic | ✓ Yes |
5
Targets
9
Activities
2
Assay Types
7
PK Parameters
20
Publications
13
Known Names
20
Indications
1
Mechanisms
Molecular Properties
785.9
MW (Da)
6.16
ALogP
13
HBA
5
HBD
198.4
PSA (Ų)
0.11
QED
3
Ro5 Violations
2
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2004 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Bacterial DNA-directed RNA polymerase inhibitor | INHIBITOR | Bacterial DNA-directed RNA polymerase | ✓ | ✓ |
Indications
Diarrhea Hepatic Encephalopathy Infections Brain Diseases Clostridium Infections Colitis, Collagenous Crohn Disease Helicobacter Infections Hepatitis, Alcoholic Irritable Bowel Syndrome Liver Cirrhosis Parkinson Disease Peritonitis Rectal Neoplasms Alzheimer Disease Anemia, Sickle Cell Breast Neoplasms Diverticulitis Dyspepsia Heart Failure, Systolic
ATC Classification
A07AA11
rifaximin
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
D06AX11
rifaximin
Level 1: DERMATOLOGICALS
Level 2: ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
Activity Summary
EC50 5 meas. best 5.66
IC50 4 meas. best 4.81
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Nuclear receptor subfamily 1 group I member 2 CHEMBL3401 | EC50 | 5.66 | 5.142 | 2200.0 | 5 |
| ATP-binding cassette sub-family C member 2 CHEMBL5748 | IC50 | 4.81 | 4.81 | 15400.0 | 1 |
| ATP-binding cassette sub-family C member 4 CHEMBL1743128 | IC50 | 4.52 | 4.52 | 30200.0 | 1 |
| Bile salt export pump CHEMBL6020 | IC50 | 4.38 | 4.38 | 42000.0 | 1 |
| ATP-binding cassette sub-family C member 3 CHEMBL5918 | IC50 | 4.19 | 4.19 | 65000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 6.95 | ng.hr.mL-1 | Homo sapiens |
| AUC | 7.83 | ng.hr.mL-1 | Homo sapiens |
| Cmax | 2.074 | nM | Homo sapiens |
| Cmax | 1.565 | nM | Homo sapiens |
| F | 0.4 | % | Homo sapiens |
| Tmax | 2.77 | hr | Homo sapiens |
| Tmax | 2.11 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine