TOPIRAMATE
ID: CHEMBL220492
Name: TOPIRAMATE
Max Phase:
Approved
Learn more
First Approval: 1996
Molecular Formula: C12H21NO8S
Molecular Weight: 339.37
Molecule Type: Small molecule
Synonyms and Trade Names:
EPITOMA
EPRONTIA
MCN-4853
QUDEXY
RWJ-17021
Molfile:
Canonical SMILES:
Standard InChI:
Standard InChI Key:
Click on a chip to see all the compounds that belong to the
corresponding source.
Scientific Literature
FDA Orange Book Drugs
PubChem BioAssays
WHO Anatomical Therapeutic Chemical (ATC) Classification of Drugs
British National Formulary (BNF)
SARS-CoV-2 Screening Data
United States Adopted Names (USAN)
CO-ADD Antimicrobial Screening
Clinical Candidate Compounds
Gene Expression Atlas Compounds (EMBL-EBI)
Fraunhofer Institute HDAC6 screening
IMI-CARE SARS-CoV-2 Data
Karolinska Institute dNTPase SAMHD1 screening
Alternative forms of compound CHEMBL220492
5
Showing 1-5
out of 45 records
| # | MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|---|---|---|---|---|---|
| 1. |
Epilepsy
|
epilepsy
| 4 | |||
| 2. |
Seizures
|
Seizure
| 4 | |||
| 3. |
Migraine Disorders
|
migraine disorder
| 4 | |||
| 4. |
Lennox Gastaut Syndrome
|
Lennox-Gastaut syndrome
| 4 | |||
| 5. |
Gambling
|
gambling behaviour
| 3 |
Showing 1-5
out of 45 records
5
Showing 1-5
out of 6 records
| # | Mechanism of Action | Action Type | Target ChEMBL ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|---|---|---|---|---|---|---|---|
| 1. |
Glutamate receptor ionotropic kainate antagonist
|
ANTAGONIST
|
Glutamate receptor ionotropic kainate
|
PROTEIN COMPLEX GROUP
|
Homo sapiens
|
---
| ||
| 2. |
Carbonic anhydrase IV inhibitor
|
INHIBITOR
|
Carbonic anhydrase IV
|
SINGLE PROTEIN
|
Homo sapiens
|
---
| ||
| 3. |
GABA-A receptor; anion channel positive modulator
|
POSITIVE MODULATOR
|
GABA-A receptor; anion channel
|
PROTEIN COMPLEX GROUP
|
Homo sapiens
|
---
| ||
| 4. |
Sodium channel alpha subunit blocker
|
BLOCKER
|
Sodium channel alpha subunit
|
PROTEIN FAMILY
|
Homo sapiens
|
---
| ||
| 5. |
Glutamate receptor ionotropic AMPA antagonist
|
ANTAGONIST
|
Glutamate receptor ionotropic AMPA
|
PROTEIN COMPLEX GROUP
|
Homo sapiens
|
---
|
Showing 1-5
out of 6 records
Compounds similar to CHEMBL220492
Compounds with at least 85% similarity.
1
2
1 - 2 out of 2
Bioactivity Summary
Total
805
Ki
AC50
ED50
Kinact
Ratio Ki
Activity
Inhibition
IC50
Block
Kd
Ac50
Selectivity ratio
Hepatotoxicity
Protected mice
LogP
Ratio
TD50
permeability
F
Fu
Other
Assay Summary
Total
784
B - Binding
F - Functional
A - ADME
T - Toxicity
P - Physicochemical
U - Unassigned
Target Summary
Total
149
Membrane receptor
Enzyme
N/A
Ion channel
Transporter
Transcription factor
Epigenetic regulator
Histogram Settings
|
Total
138
Journal:
J Med Chem
Bioorg Med Chem Lett
Bioorg Med Chem
N/A
Eur J Med Chem
Drug Metab Dispos
Curr Drug Discov Technol
Gastroenterol Clin Biol
Chem Res Toxicol
PLoS Comput Biol
Mol Pharmacol
Toxicol Sci
Drug Discov Today
ACS Med Chem Lett
Nat Commun
iScience
The table below displays ChEMBL targets which are predicted to interact with TOPIRAMATE (CHEMBL220492). The target prediction returns four classes: ‘active’ or ‘inactive’ depending on whether or not TOPIRAMATE (CHEMBL220492) 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 | inactive | 6 |
| CHEMBL5062 | Coagulation factor X | empty | empty | active | 6.5 |
| CHEMBL1947 | Thyroid hormone receptor beta-1 | empty | empty | both | 7 |
| CHEMBL2157850 | Ubiquitin carboxyl-terminal hydrolase 7 | empty | inactive | inactive | 6 |
Molecular Weight:
339.37
Molecular Weight (Monoisotopic):
339.0988
AlogP:
-0.40
#Rotatable Bonds:
3
Polar Surface Area:
115.54
Molecular Species:
NEUTRAL
HBA:
8
HBD:
1
#RO5 Violations:
0
HBA (Lipinski):
9
HBD (Lipinski):
2
#RO5 Violations (Lipinski):
0
CX Acidic pKa:
11.09
CX Basic pKa:
--
CX LogP:
0.13
CX LogD:
0.13
Aromatic Rings:
0
Heavy Atoms:
22
QED Weighted:
0.74
Np Likeness Score:
1.16
N -
NERVOUS SYSTEM
N03 -
ANTIEPILEPTICS
N03A -
ANTIEPILEPTICS
N03AX -
Other antiepileptics
N03AX11 -
topiramate
UniChem Connectivity Layer Cross References for
CHEMBL220492
Columns Legend:
- S: stereochemical difference.
- I: isotopic difference.
- P: protonation differences identified.
| Match | Identical Component | S | I | P |
|---|---|---|---|---|
| CHEMBL280803 | ||||
| CHEMBL220492 | ||||
| CHEMBL3856066 | ||||
| DB00273 | ||||
| TOR |
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