ERGOTAMINE
ID: CHEMBL442
Name: ERGOTAMINE
Max Phase:
Approved
Learn more
First Approval: 1948
Molecular Formula: C33H35N5O5
Molecular Weight: 581.67
Molecule Type: Small molecule
Synonyms and Trade Names:
ERGOTAMINA
Ergotamine
ERGOTAMINE
Ergotamine Tartrate
NSC-95090
Molfile:
Canonical SMILES:
Standard InChI:
Standard InChI Key:
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corresponding source.
Alternative forms of compound CHEMBL442
Alternative Forms:
1 - 3 out of 3
5
Showing 1-3
out of 3 records
| # | MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References | |||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1. |
Headache
|
Headache
| 4 | ||||||||||||
| 2. |
Migraine Disorders
|
migraine disorder
| 4 |
| |||||||||||
| 3. |
Hypotension, Orthostatic
|
orthostatic hypotension
| 1 |
Showing 1-3
out of 3 records
5
Showing 1-2
out of 2 records
| # | Mechanism of Action | Action Type | Target ChEMBL ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|---|---|---|---|---|---|---|---|
| 1. |
Adrenergic receptor alpha agonist
|
AGONIST
|
Adrenergic receptor alpha
|
PROTEIN FAMILY
|
Homo sapiens
|
---
| ||
| 2. |
Serotonin 1d (5-HT1d) receptor agonist
|
AGONIST
|
Serotonin 1d (5-HT1d) receptor
|
SINGLE PROTEIN
|
Homo sapiens
|
---
|
Showing 1-2
out of 2 records
5
Showing 1-1
out of 1 records
| # | Warning Type | Warning Class | EFO ID for Warning Class | Description | EFO ID | EFO Term | Country/Year | References |
|---|---|---|---|---|---|---|---|---|
| 1. |
Black Box Warning
|
---
|
---
|
---
|
---
|
---
| United States |
Showing 1-1
out of 1 records
Compounds similar to CHEMBL442
Compounds with at least 85% similarity.
1
2
3
4
1 - 4 out of 6
Showing data from CHEMBL442 (ERGOTAMINE) and its 3 alternative forms.
Bioactivity Summary
Total
427
Ki
IC50
AC50
Potency
Hepatotoxicity
Activity
Fu
log(Tau/KA)
Ac50
Vdss
pKa
EC50
Hepatotoxicity (acute)
Hepatotoxicity (moderate)
Inhibition
CL
Emax
FC
Fraction ionised
HepSE_Combined Scores
Other
Showing data from CHEMBL442 (ERGOTAMINE) and its 3 alternative forms.
Assay Summary
Total
289
B - Binding
F - Functional
A - ADME
T - Toxicity
P - Physicochemical
Showing data from CHEMBL442 (ERGOTAMINE) and its 3 alternative forms.
Target Summary
Total
147
Membrane receptor
Enzyme
Transcription factor
Transporter
N/A
Ion channel
Other cytosolic protein
Unclassified protein
Histogram Settings
|
Total
24
Journal:
J Med Chem
Bioorg Med Chem Lett
N/A
J Pharmacol Exp Ther
Mol Pharmacol
Gastroenterol Clin Biol
Drug Metab Dispos
Chem Res Toxicol
Bioorg Med Chem
PLoS Comput Biol
Pharm Res
Nat Commun
ACS Med Chem Lett
J Nat Prod
The table below displays ChEMBL targets which are predicted to interact with ERGOTAMINE (CHEMBL442). The target prediction returns four classes: ‘active’ or ‘inactive’ depending on whether or not ERGOTAMINE (CHEMBL442) is predicted to interact or not with the target. The value returned can also be 'empty' if the model was not able to predict the compound or 'both' if it could not conclude. The predictions are given at three different confidence levels. More information on the methodology is available at: https://jcheminf.biomedcentral.com/articles/10.1186/s13321-018-0325-4
| Target | Target Pref. Name | Confidence 70% | Confidence 80% | Confidence 90% | Activity Threshold |
|---|---|---|---|---|---|
| CHEMBL2902 | Dihydrofolate reductase | inactive | inactive | inactive | 6 |
| CHEMBL2725 | Beta-lactamase | inactive | inactive | both | 6 |
| CHEMBL5062 | Coagulation factor X | active | active | active | 6.5 |
| CHEMBL1947 | Thyroid hormone receptor beta-1 | empty | empty | active | 7 |
| CHEMBL2157850 | Ubiquitin carboxyl-terminal hydrolase 7 | empty | empty | active | 6 |
Molecular Weight:
581.67
Molecular Weight (Monoisotopic):
581.2638
AlogP:
1.99
#Rotatable Bonds:
4
Polar Surface Area:
118.21
Molecular Species:
NEUTRAL
HBA:
6
HBD:
3
#RO5 Violations:
1
HBA (Lipinski):
10
HBD (Lipinski):
3
#RO5 Violations (Lipinski):
1
CX Acidic pKa:
9.69
CX Basic pKa:
7.78
CX LogP:
2.60
CX LogD:
2.17
Aromatic Rings:
3
Heavy Atoms:
43
QED Weighted:
0.43
Np Likeness Score:
0.96
N -
NERVOUS SYSTEM
N02 -
ANALGESICS
N02C -
ANTIMIGRAINE PREPARATIONS
N02CA -
Ergot alkaloids
N02CA02 -
ergotamine
UniChem Connectivity Layer Cross References for
CHEMBL442
Columns Legend:
- S: stereochemical difference.
- I: isotopic difference.
- P: protonation differences identified.
| Match | Identical Component | S | I | P |
|---|---|---|---|---|
| CHEMBL117348 | ||||
| CHEMBL1234270 | ||||
| CHEMBL3274193 | ||||
| DB17113 | ||||
| DB12676 |
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