| Trade Names: | |
| Synonyms: | |
| Status: | Approved (1985) |
| Entry Type: | Small molecule |
| Molecule Category: | Parent |
| ATC: | N05CD08 |
| UNII: | R60L0SM5BC |
Structure
| InChI Key | DDLIGBOFAVUZHB-UHFFFAOYSA-N |
|---|---|
| Smile | |
| InChI |
|
Physicochemical Descriptors
| Property Name | Value |
|---|---|
| Molecular Formula | C18H13ClFN3 |
| Molecular Weight | 325.77 |
| AlogP | 4.32 |
| Hydrogen Bond Acceptor | 3.0 |
| Hydrogen Bond Donor | 0.0 |
| Number of Rotational Bond | 1.0 |
| Polar Surface Area | 30.18 |
| Molecular species | NEUTRAL |
| Aromatic Rings | 3.0 |
| Heavy Atoms | 23.0 |
Pharmacology
| Targets | EC50(nM) | IC50(nM) | Kd(nM) | Ki(nM) | Inhibition(%) | |
|---|---|---|---|---|---|---|
|
Enzyme
Cytochrome P450
Cytochrome P450 family 3
Cytochrome P450 family 3A
Cytochrome P450 3A4
|
- | 8100 | - | 2470 | 100 | |
|
Ion channel
Ligand-gated ion channel
GABA-A receptor
|
- | - | - | 2 | - | |
|
Membrane receptor
|
- | - | - | 2 | - | |
|
Transporter
Electrochemical transporter
SLC superfamily of solute carriers
SLC21/SLCO family of organic anion transporting polypeptides
|
- | - | - | - | 23 | |
|
Transporter
Primary active transporter
ATP-binding cassette
ABCB subfamily
|
- | 41700-41740 | - | - | 12 |
Indications
| Mesh Heading | Maximum Phase | Mesh ID | Reference |
|---|---|---|---|
| Epilepsy | 4 | D004827 | ClinicalTrials |
| Amnesia | 4 | D000647 | ClinicalTrials |
| Fractures, Bone | 3 | D050723 | ClinicalTrials |
| Depressive Disorder | 3 | D003866 | ClinicalTrials |
| Postoperative Nausea and Vomiting | 3 | D020250 | ClinicalTrials |
| Liver Cirrhosis | 3 | D008103 | ClinicalTrials |
| Brain Injuries | 3 | D001930 | ClinicalTrials |
| Hemorrhage | 3 | D006470 | ClinicalTrials |
| Anxiety | 3 | D001007 | ClinicalTrials |
| Fluoride Poisoning | 3 | D005458 | ClinicalTrials |
| Breech Presentation | 3 | D001946 | ClinicalTrials |
| Hypertension | 3 | D006973 | ClinicalTrials |
| Schizophrenia | 3 | D012559 | ClinicalTrials |
| Infertility | 3 | D007246 | ClinicalTrials |
| Delirium | 3 | D003693 | ClinicalTrials |
| Respiratory Insufficiency | 3 | D012131 | ClinicalTrials |
| Multiple Sclerosis, Relapsing-Remitting | 3 | D020529 | ClinicalTrials |
| Wounds and Injuries | 3 | D014947 | ClinicalTrials |
| Dementia | 3 | D003704 | ClinicalTrials |
| Shock, Septic | 3 | D012772 | ClinicalTrials |
| Pain | 3 | D010146 | ClinicalTrials |
| Borderline Personality Disorder | 2 | D001883 | ClinicalTrials |
| Obsessive-Compulsive Disorder | 2 | D009771 | ClinicalTrials |
| Tuberculosis, Pulmonary | 2 | D014397 | ClinicalTrials |
| Aggression | 2 | D000374 | ClinicalTrials |
| Tonsillitis | 2 | D014069 | ClinicalTrials |
| Hypotension | 2 | D007022 | ClinicalTrials |
| Subarachnoid Hemorrhage | 2 | D013345 | ClinicalTrials |
| Bipolar Disorder | 2 | D001714 | ClinicalTrials |
| Fractures, Multiple | 2 | D000069076 | ClinicalTrials |
| Depressive Disorder, Treatment-Resistant | 2 | D061218 | ClinicalTrials |
| Depressive Disorder, Major | 2 | D003865 | ClinicalTrials |
| Breast Neoplasms | 2 | D001943 | ClinicalTrials |
| Stress Disorders, Post-Traumatic | 2 | D013313 | ClinicalTrials |
| Breast Neoplasms | 2 | D001943 | ClinicalTrials |
| Urogenital Neoplasms | 2 | D014565 | ClinicalTrials |
| Ischemic Stroke | 2 | D000083242 | ClinicalTrials |
| Seizures | 2 | D012640 | ClinicalTrials |
| Muscular Atrophy, Spinal | 1 | D009134 | ClinicalTrials |
| Respiratory Syncytial Virus Infections | 1 | D018357 | ClinicalTrials |
| Psoriasis | 1 | D011565 | ClinicalTrials |
| Chronic Pain | 1 | D059350 | ClinicalTrials |
| Cough | 1 | D003371 | ClinicalTrials |
| Neck Pain | 1 | D019547 | ClinicalTrials |
| Influenza, Human | 1 | D007251 | ClinicalTrials |
| Renal Insufficiency | 1 | D051437 | ClinicalTrials |
| Low Back Pain | 1 | D017116 | ClinicalTrials |
| Fatigue | 1 | D005221 | ClinicalTrials |
| Prostatic Neoplasms, Castration-Resistant | 1 | D064129 | ClinicalTrials |
| Cardiovascular Diseases | 1 | D002318 | ClinicalTrials |
| Colitis, Ulcerative | 1 | D003093 | ClinicalTrials |
| Obesity | 1 | D009765 | ClinicalTrials |
| Mitochondrial Diseases | 1 | D028361 | ClinicalTrials |
| Suicidal Ideation | 1 | D059020 | ClinicalTrials |
| Gastrointestinal Stromal Tumors | 1 | D046152 | ClinicalTrials |
| Alzheimer Disease | 1 | D000544 | ClinicalTrials |
| Amyotrophic Lateral Sclerosis | 1 | D000690 | ClinicalTrials |
| Dermatitis, Atopic | 1 | D003876 | ClinicalTrials |
| Neoplasms | 1 | D009369 | ClinicalTrials |
| Crohn Disease | 1 | D003424 | ClinicalTrials |
| Infections | 1 | D007239 | ClinicalTrials |
| Mesothelioma | 1 | D008654 | ClinicalTrials |
| Neoplasms | 1 | D009369 | ClinicalTrials |
| Prostatic Neoplasms | 1 | D011471 | ClinicalTrials |
| Psoriasis | 1 | D011565 | ClinicalTrials |
| Arthritis, Rheumatoid | 1 | D001172 | ClinicalTrials |
| Skin Diseases | 1 | D012871 | ClinicalTrials |
| HIV Infections | 1 | D015658 | ClinicalTrials |
| Endometriosis | 1 | D004715 | ClinicalTrials |
| Diabetes Mellitus, Type 2 | 1 | D003924 | ClinicalTrials |
| Multiple Myeloma | 1 | D009101 | ClinicalTrials |
| Cocaine-Related Disorders | 1 | D019970 | ClinicalTrials |
| Hepatitis C | 1 | D006526 | ClinicalTrials |
| Carcinoma, Non-Small-Cell Lung | 1 | D002289 | ClinicalTrials |
| Heart Failure | 1 | D006333 | ClinicalTrials |
| Osteoporosis, Postmenopausal | 1 | D015663 | ClinicalTrials |
| Substance-Related Disorders | 1 | D019966 | ClinicalTrials |
| Atherosclerosis | 1 | D050197 | ClinicalTrials |
| Hepatitis C, Chronic | 1 | D019698 | ClinicalTrials |
| Hepatitis B, Chronic | 1 | D019694 | ClinicalTrials |
| Anemia | 1 | D000740 | ClinicalTrials |
| Psychotic Disorders | 1 | D011618 | ClinicalTrials |
| Communicable Diseases | 1 | D003141 | ClinicalTrials |
| Lymphoma, Non-Hodgkin | 1 | D008228 | ClinicalTrials |
| Nausea | 1 | D009325 | ClinicalTrials |
| Aspergillosis | 1 | D001228 | ClinicalTrials |
| Non-alcoholic Fatty Liver Disease | 1 | D065626 | ClinicalTrials |
| Sepsis | 1 | D018805 | ClinicalTrials |
| Tuberculosis | 1 | D014376 | ClinicalTrials |
| Leukemia, Myeloid, Acute | 1 | D015470 | ClinicalTrials |
| Parkinson Disease | 1 | D010300 | ClinicalTrials |
| Melanoma | 1 | D008545 | ClinicalTrials |
| Tobacco Use Disorder | 1 | D014029 | ClinicalTrials |
| Leukemia, Lymphocytic, Chronic, B-Cell | 1 | D015451 | ClinicalTrials |
| Myositis Ossificans | 1 | D009221 | ClinicalTrials |
| Pruritus | 0 | D011537 | ClinicalTrials |
Related Entries
Side Effects from Label
Side Effects (PT)
Cross References
| Resources | Reference |
|---|---|
| CAS NUMBER | 59467-70-8 |
| ChEBI | 6931 |
| ChEMBL | CHEMBL655 |
| DrugBank | DB00683 |
| DrugCentral | 1802 |
| EPA CompTox | DTXSID5023320 |
| FDA SRS | R60L0SM5BC |
| Human Metabolome Database | HMDB0014821 |
| Guide to Pharmacology | 3342 |
| KEGG | C07524 |
| PDB | 08J |
| PharmGKB | PA450496 |
| PubChem | 4192 |
| SureChEMBL | SCHEMBL35061 |
| ZINC | ZINC000095626706 |
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