Compound Detail
CHEMBL1200938
METHYSERGIDE MALEATE 💊 Approved Drug
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💊 Approved Drug
CC[C@@H](CO)NC(=O)[C@@H]1C=C2c3cccc4c3c(cn4C)C[C@H]2N(C)C1.O=C(O)/C=C\C(=O)O
Basic Information
| ChEMBL ID | CHEMBL1200938 |
| Name | METHYSERGIDE MALEATE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | LWYXFDXUMVEZKS-ZVFOLQIPSA-N |
| Therapeutic | ✓ Yes |
| Parent Compound | CHEMBL1065 |
| Active Moiety | CHEMBL1065 |
9
Targets
18
Activities
3
Assay Types
0
PK Parameters
7
Publications
4
Known Names
3
Mechanisms
Molecular Properties
353.5
MW (Da)
1.94
ALogP
4
HBA
2
HBD
57.5
PSA (Ų)
0.88
QED
0
Ro5 Violations
4
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1962 |
| Availability | Discontinued |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Serotonin 2b (5-HT2b) receptor antagonist | ANTAGONIST | 5-hydroxytryptamine receptor 2B | ✓ | ✓ |
| Serotonin 1a (5-HT1a) receptor partial agonist | PARTIAL AGONIST | 5-hydroxytryptamine receptor 1A | ✓ | ✓ |
| Serotonin 2c (5-HT2c) receptor antagonist | ANTAGONIST | 5-hydroxytryptamine receptor 2C | ✓ | ✓ |
Activity Summary
IC50 9 meas. best 5.0
EC50 6 meas. best 5.97
Ki 3 meas. best 9.1
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| 5-hydroxytryptamine receptor 2C CHEMBL225 | Ki | 9.1 | 9.1 | 0.8 | 1 |
| 5-hydroxytryptamine receptor 2B CHEMBL1833 | Ki | 8.72 | 8.72 | 1.9 | 1 |
| 5-hydroxytryptamine receptor 1A CHEMBL214 | Ki | 7.77 | 7.77 | 17.0 | 1 |
| 5-hydroxytryptamine receptor 1A CHEMBL214 | EC50 | 5.97 | 5.97 | 1075.0 | 1 |
| Plasmodium falciparum CHEMBL364 | IC50 | 5.0 | 4.9833 | 10000.0 | 6 |
| RNA-binding protein pos-1 CHEMBL1293304 | EC50 | 4.99 | 4.915 | 10281.0 | 2 |
| Zinc finger protein mex-5 CHEMBL1293319 | EC50 | 4.91 | 4.805 | 12283.0 | 2 |
| Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361 | IC50 | 4.69 | 4.69 | 20377.0 | 1 |
| Bcl-2-like protein 1 CHEMBL4625 | IC50 | 4.64 | 4.64 | 22633.0 | 1 |
| Polyadenylate-binding protein 1 CHEMBL1293286 | IC50 | 4.49 | 4.49 | 32230.0 | 1 |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 19734910 | 10.1038/nchembio.215 | Plasmodium falciparum | 6 |
| 17417631 | 10.1038/nchembio873 | Unchecked | 1 |
| 20553011 | 10.1021/tx1000865 | Hepatotoxicity | 1 |
| 20843939 | 10.1124/dmd.110.035113 | Hepatotoxicity | 1 |
| 31586817 | 10.1016/j.ejmech.2019.111736 | 5-hydroxytryptamine receptor 2C | 1 |
| 31586817 | 10.1016/j.ejmech.2019.111736 | 5-hydroxytryptamine receptor 2B | 1 |
| 31586817 | 10.1016/j.ejmech.2019.111736 | 5-hydroxytryptamine receptor 1A | 1 |
Data from ChEMBL 36 via Core Engine