| Trade Names: | |
| Synonyms: | |
| Status: | Approved (1998) Withdrawn (1998) |
| Entry Type: | Small molecule |
| Molecule Category: | UNKNOWN |
| ATC: | N04BX01 |
| UNII: | CIF6334OLY |
Structure
| InChI Key | MIQPIUSUKVNLNT-UHFFFAOYSA-N |
|---|---|
| Smile | |
| InChI |
|
Physicochemical Descriptors
| Property Name | Value |
|---|---|
| Molecular Formula | C14H11NO5 |
| Molecular Weight | 273.24 |
| AlogP | 2.55 |
| Hydrogen Bond Acceptor | 5.0 |
| Hydrogen Bond Donor | 2.0 |
| Number of Rotational Bond | 3.0 |
| Polar Surface Area | 100.67 |
| Molecular species | ACID |
| Aromatic Rings | 2.0 |
| Heavy Atoms | 20.0 |
Pharmacology
| Action | Mechanism of Action | Reference |
|---|---|---|
| INHIBITOR | Catechol O-methyltransferase inhibitor | DailyMed |
| Primary Target | |
|---|---|
| Catechol-O-methyltransferase |
| Targets | EC50(nM) | IC50(nM) | Kd(nM) | Ki(nM) | Inhibition(%) | |
|---|---|---|---|---|---|---|
|
Enzyme
Transferase
|
- | 1-2200 | - | - | 67-100 | |
|
Enzyme
|
- | 1-2200 | - | - | 67-100 | |
|
Membrane receptor
Family A G protein-coupled receptor
Small molecule receptor (family A GPCR)
Carboxylic acid receptor
Kynurenic acid receptor
|
7440-49200 | - | - | - | - | |
|
Secreted protein
|
- | - | 21-56 | - | - | |
|
Transcription factor
|
- | 50000 | - | - | 72 | |
|
Transporter
Primary active transporter
ATP-binding cassette
ABCB subfamily
|
- | 34500-36600 | - | - | - | |
|
Transporter
Primary active transporter
ATP-binding cassette
ABCC subfamily
|
- | 16700 | - | - | - |
Indications
| Mesh Heading | Maximum Phase | Mesh ID | Reference |
|---|---|---|---|
| Parkinson Disease | 4 | D010300 | ClinicalTrials |
| Pick Disease of the Brain | 2 | D020774 | ClinicalTrials |
| Alcoholism | 2 | D000437 | ClinicalTrials |
| Tobacco Use Disorder | 2 | D014029 | ClinicalTrials |
| Schizophrenia | 2 | D012559 | ClinicalTrials |
| Gambling | 2 | D005715 | ClinicalTrials |
| Alcoholism | 2 | D000437 | ClinicalTrials |
| Brain Injuries | 2 | D001930 | ClinicalTrials |
| Obsessive-Compulsive Disorder | 2 | D009771 | ClinicalTrials |
| Cocaine-Related Disorders | 1 | D019970 | ClinicalTrials |
| Neuroblastoma | 1 | D009447 | ClinicalTrials |
Related Entries
MCS
Scaffolds
Side Effects from Label
Side Effects (PT)
Adverse Reactions
System Organ Classification (SOC)
Cross References
| Resources | Reference |
|---|---|
| CAS NUMBER | 134308-13-7 |
| ChEBI | 63630 |
| ChEMBL | CHEMBL1324 |
| DrugBank | DB00323 |
| DrugCentral | 2697 |
| EPA CompTox | DTXSID3023685 |
| FDA SRS | CIF6334OLY |
| Human Metabolome Database | HMDB0014468 |
| Guide to Pharmacology | 6646 |
| KEGG | C07949 |
| PDB | TCW |
| PharmGKB | PA451720 |
| PubChem | 4659569 |
| SureChEMBL | SCHEMBL33869 |
| ZINC | ZINC000035342789 |
CONTENTS