Compound Detail
CHEMBL1658
RETAPAMULIN 💊 Approved Drug
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💊 Approved Drug
C=C[C@]1(C)C[C@@H](OC(=O)CS[C@@H]2C[C@H]3CC[C@@H](C2)N3C)[C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@H]32)[C@@H](C)[C@@H]1O
Basic Information
| ChEMBL ID | CHEMBL1658 |
| Name | RETAPAMULIN |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | STZYTFJPGGDRJD-NHUWBDDWSA-N |
| Therapeutic | ✓ Yes |
2
Targets
2
Activities
2
Assay Types
5
PK Parameters
20
Publications
9
Known Names
4
Indications
2
Mechanisms
Molecular Properties
517.8
MW (Da)
5.25
ALogP
6
HBA
1
HBD
66.8
PSA (Ų)
0.40
QED
2
Ro5 Violations
5
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2007 |
| Availability | Discontinued |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| 70S ribosome inhibitor | INHIBITOR | 70S ribosome | ✓ | ✓ |
| 70S ribosome inhibitor | INHIBITOR | 70S ribosome | ✓ | ✓ |
Indications
Impetigo Staphylococcal Skin Infections Infections Staphylococcal Infections
ATC Classification
D06AX13
retapamulin
Level 1: DERMATOLOGICALS
Level 2: ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
Activity Summary
EC50 1 meas. best 7.04
Kd 1 meas. best 8.7
Target Activity Profile
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 41.0 | mL.min-1.g-1 | Mus musculus |
| CL | 754.97 | mL.min-1.g-1 | Rattus norvegicus |
| Fu | 0.154 | - | Mus musculus |
| T1/2 | 0.05483 | hr | Rattus norvegicus |
| T1/2 | 2.0 | hr | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Unchecked | Kd | = | 2.0 | nM | 8.7 | Displacement of [3H]SB-2587891 from Escherichia coli ribosomes | 17360517 |
| Wolbachia | EC50 | = | 91.0 | nM | 7.04 | Antimicrobial activity against Wolbachia wMel infected in Drosophila melanogaste... | 30730745 |
Literature References
Data from ChEMBL 36 via Core Engine