| Trade Names: | |
| Synonyms: | |
| Status: | Approved (1987) |
| Entry Type: | Small molecule |
| Molecule Category: | Parent |
| ATC: | J01MA02 |
| UNII: | 5E8K9I0O4U |
Structure
| InChI Key | MYSWGUAQZAJSOK-UHFFFAOYSA-N |
|---|---|
| Smile | |
| InChI |
|
Physicochemical Descriptors
| Property Name | Value |
|---|---|
| Molecular Formula | C17H18FN3O3 |
| Molecular Weight | 331.35 |
| AlogP | 1.58 |
| Hydrogen Bond Acceptor | 5.0 |
| Hydrogen Bond Donor | 2.0 |
| Number of Rotational Bond | 3.0 |
| Polar Surface Area | 74.57 |
| Molecular species | ZWITTERION |
| Aromatic Rings | 2.0 |
| Heavy Atoms | 24.0 |
Experimental and Estimated Properties
| Property Name | Value | Unit | Method |
|---|---|---|---|
| log P (octanol-water) | 0.28 | - | EXP |
| pKa Dissociation Constant | 6.09 | - | EXP |
| Henry's Law Constant | 5.09E-19 | atm-m3/mole | EST |
| Atmospheric OH Rate Constant | 3.13E-10 | cm3/molecule-sec | EST |
| Water Solubility | 3.00E+04 | mg/L | EXP |
| Vapor Pressure | 1.65E-12 | mm Hg | EST |
Pharmacology
| Action | Mechanism of Action | Reference |
|---|---|---|
| INHIBITOR | Bacterial DNA gyrase inhibitor | FDA |
| Targets | EC50(nM) | IC50(nM) | Kd(nM) | Ki(nM) | Inhibition(%) | |
|---|---|---|---|---|---|---|
|
Enzyme
Isomerase
|
30 | 122-5230 | - | - | - | |
|
Ion channel
Ligand-gated ion channel
GABA-A receptor
|
- | 410-100000 | - | - | - | |
|
Ion channel
Voltage-gated ion channel
Potassium channels
Voltage-gated potassium channel
|
- | - | - | - | 1-28 | |
|
Membrane receptor
Family A G protein-coupled receptor
Small molecule receptor (family A GPCR)
Monoamine receptor
Histamine receptor
|
- | - | - | 1 | - | |
|
Transporter
Electrochemical transporter
SLC superfamily of solute carriers
SLC21/SLCO family of organic anion transporting polypeptides
|
- | - | - | - | 105 | |
|
Transporter
Primary active transporter
ATP-binding cassette
ABCB subfamily
|
- | - | 90900 | - | - |
Indications
| Mesh Heading | Maximum Phase | Mesh ID | Reference |
|---|---|---|---|
| Prostatitis | 4 | D011472 | ClinicalTrials |
| Urinary Bladder Neoplasms | 3 | D001749 | ClinicalTrials |
| Sepsis | 3 | D018805 | ClinicalTrials |
| Liver Abscess | 3 | D008100 | ClinicalTrials |
| Fever | 3 | D005334 | ClinicalTrials |
| Peritonitis | 3 | D010538 | ClinicalTrials |
| Pulmonary Disease, Chronic Obstructive | 3 | D029424 | ClinicalTrials |
| Digestive System Diseases | 3 | D004066 | ClinicalTrials |
| Diarrhea | 3 | D003967 | ClinicalTrials |
| Bronchiectasis | 3 | D001987 | ClinicalTrials |
| Communicable Diseases | 3 | D003141 | ClinicalTrials |
| Otitis Media | 3 | D010033 | ClinicalTrials |
| Abscess | 3 | D000038 | ClinicalTrials |
| Urolithiasis | 3 | D052878 | ClinicalTrials |
| Pneumonia | 3 | D011014 | ClinicalTrials |
| Prostatic Neoplasms, Castration-Resistant | 3 | D064129 | ClinicalTrials |
| Breast Neoplasms | 3 | D001943 | ClinicalTrials |
| Neutropenia | 3 | D009503 | ClinicalTrials |
| Cystic Fibrosis | 2 | D003550 | ClinicalTrials |
| Crohn Disease | 2 | D003424 | ClinicalTrials |
| Leukemia, Lymphocytic, Chronic, B-Cell | 2 | D015451 | ClinicalTrials |
| Anthrax | 2 | D000881 | ClinicalTrials |
| Amyotrophic Lateral Sclerosis | 2 | D000690 | ClinicalTrials |
| Cataract | 2 | D002386 | ClinicalTrials |
| Plague | 2 | D010930 | ClinicalTrials |
| Diabetic Foot | 1 | D017719 | ClinicalTrials |
| Lymphoma | 1 | D008223 | ClinicalTrials |
| Leukemia, Myeloid, Acute | 1 | D015470 | ClinicalTrials |
| Hepatitis C | 1 | D006526 | ClinicalTrials |
| Periapical Periodontitis | 1 | D010485 | ClinicalTrials |
| Escherichia coli Infections | 1 | D004927 | ClinicalTrials |
| Hearing Loss | 1 | D034381 | ClinicalTrials |
| Lung Diseases | 1 | D008171 | ClinicalTrials |
| Carcinoma, Pancreatic Ductal | 1 | D021441 | ClinicalTrials |
| Pseudomonas Infections | 1 | D011552 | ClinicalTrials |
| Neoplasms | 1 | D009369 | ClinicalTrials |
| Purpura, Thrombocytopenic, Idiopathic | 1 | D016553 | ClinicalTrials |
| Hepatitis, Alcoholic | 0 | D006519 | ClinicalTrials |
| Osteomyelitis | 0 | D010019 | ClinicalTrials |
| Liver Cirrhosis, Alcoholic | 0 | D008104 | ClinicalTrials |
| Rhinoscleroma | 0 | D012226 | ClinicalTrials |
Related Entries
Side Effects from Label
Side Effects (PT)
Adverse Reactions
System Organ Classification (SOC)
Cross References
| Resources | Reference |
|---|---|
| CAS NUMBER | 85721-33-1 |
| ChEBI | 100241 |
| ChEMBL | CHEMBL8 |
| DrugBank | DB00537 |
| DrugCentral | 659 |
| EPA CompTox | DTXSID8022824 |
| FDA SRS | 5E8K9I0O4U |
| Human Metabolome Database | HMDB0014677 |
| Guide to Pharmacology | 10902 |
| KEGG | C05349 |
| PDB | CPF |
| PharmGKB | PA449009 |
| PubChem | 2764 |
| SureChEMBL | SCHEMBL2900 |
| ZINC | ZINC000000020220 |
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