| Trade Names: | |
| Synonyms: | |
| Status: | Approved (1974) |
| Entry Type: | Small molecule |
| Molecule Category: | Parent |
| ATC: | J01CA04 |
| UNII: | 9EM05410Q9 |
Structure
| InChI Key | LSQZJLSUYDQPKJ-NJBDSQKTSA-N |
|---|---|
| Smile | |
| InChI |
|
Physicochemical Descriptors
| Property Name | Value |
|---|---|
| Molecular Formula | C16H19N3O5S |
| Molecular Weight | 365.41 |
| AlogP | 0.02 |
| Hydrogen Bond Acceptor | 6.0 |
| Hydrogen Bond Donor | 4.0 |
| Number of Rotational Bond | 4.0 |
| Polar Surface Area | 132.96 |
| Molecular species | ACID |
| Aromatic Rings | 1.0 |
| Heavy Atoms | 25.0 |
Experimental and Estimated Properties
| Property Name | Value | Unit | Method |
|---|---|---|---|
| log P (octanol-water) | 0.87 | - | EXP |
| Henry's Law Constant | 2.49E-21 | atm-m3/mole | EST |
| Atmospheric OH Rate Constant | 1.39E-10 | cm3/molecule-sec | EST |
| Water Solubility | 3430 | mg/L | EST |
| Vapor Pressure | 4.69E-17 | mm Hg | EST |
Pharmacology
| Action | Mechanism of Action | Reference |
|---|---|---|
| INHIBITOR | Bacterial penicillin-binding protein inhibitor | ISBN |
| Targets | EC50(nM) | IC50(nM) | Kd(nM) | Ki(nM) | Inhibition(%) | |
|---|---|---|---|---|---|---|
|
Transporter
Electrochemical transporter
SLC superfamily of solute carriers
SLC21/SLCO family of organic anion transporting polypeptides
|
- | - | - | - | 75 |
Indications
| Mesh Heading | Maximum Phase | Mesh ID | Reference |
|---|---|---|---|
| Pyelonephritis | 3 | D011704 | ClinicalTrials |
| Bronchitis, Chronic | 3 | D029481 | ClinicalTrials |
| Communicable Diseases | 3 | D003141 | ClinicalTrials |
| Periodontitis | 3 | D010518 | ClinicalTrials |
| Malaria | 3 | D008288 | ClinicalTrials |
| Lymphoma, Non-Hodgkin | 3 | D008228 | ClinicalTrials |
| Otitis Media, Suppurative | 3 | D010035 | ClinicalTrials |
| Helicobacter Infections | 3 | D016481 | ClinicalTrials |
| Enterobacteriaceae Infections | 3 | D004756 | ClinicalTrials |
| Hepatitis, Alcoholic | 3 | D006519 | ClinicalTrials |
| Hemorrhage | 3 | D006470 | ClinicalTrials |
| Dyspepsia | 3 | D004415 | ClinicalTrials |
| Cholecystitis | 3 | D002764 | ClinicalTrials |
| Fever | 3 | D005334 | ClinicalTrials |
| Low Back Pain | 3 | D017116 | ClinicalTrials |
| Endocarditis | 3 | D004696 | ClinicalTrials |
| Neutropenia | 3 | D009503 | ClinicalTrials |
| Gastritis | 3 | D005756 | ClinicalTrials |
| Abscess | 3 | D000038 | ClinicalTrials |
| Stomach Ulcer | 3 | D013276 | ClinicalTrials |
| Severe Acute Respiratory Syndrome | 3 | D045169 | ClinicalTrials |
| Mastitis | 2 | D008413 | ClinicalTrials |
| Tuberculosis | 2 | D014376 | ClinicalTrials |
| Vaginosis, Bacterial | 2 | D016585 | ClinicalTrials |
| Head and Neck Neoplasms | 2 | D006258 | ClinicalTrials |
| Chlamydia Infections | 2 | D002690 | ClinicalTrials |
| Pseudomyxoma Peritonei | 2 | D011553 | ClinicalTrials |
| Lymphoma | 2 | D008223 | ClinicalTrials |
| Tuberculosis, Pulmonary | 2 | D014397 | ClinicalTrials |
| Lymphoma, B-Cell, Marginal Zone | 2 | D018442 | ClinicalTrials |
| Pneumonia, Bacterial | 2 | D018410 | ClinicalTrials |
| Asthma | 2 | D001249 | ClinicalTrials |
| Colitis, Ulcerative | 2 | D003093 | ClinicalTrials |
| Periapical Periodontitis | 2 | D010485 | ClinicalTrials |
| Bacteremia | 2 | D016470 | ClinicalTrials |
| Postoperative Complications | 1 | D011183 | ClinicalTrials |
| Obesity | 1 | D009765 | ClinicalTrials |
| Astrocytoma | 1 | D001254 | ClinicalTrials |
| Central Serous Chorioretinopathy | 1 | D056833 | ClinicalTrials |
| Brain Neoplasms | 1 | D001932 | ClinicalTrials |
| Obesity, Morbid | 1 | D009767 | ClinicalTrials |
| Glioblastoma | 1 | D005909 | ClinicalTrials |
| Diarrhea | 0 | D003967 | ClinicalTrials |
| Tooth Diseases | 0 | D014076 | ClinicalTrials |
| Inflammation | 0 | D007249 | ClinicalTrials |
| Osteomyelitis | 0 | D010019 | ClinicalTrials |
Related Entries
Side Effects from Label
Side Effects (PT)
Adverse Reactions
System Organ Classification (SOC)
Cross References
| Resources | Reference |
|---|---|
| CAS NUMBER | 26787-78-0 |
| ChEBI | 2676 |
| ChEMBL | CHEMBL1082 |
| DrugBank | DB01060 |
| DrugCentral | 192 |
| EPA CompTox | DTXSID3037044 |
| FDA SRS | 9EM05410Q9 |
| Human Metabolome Database | HMDB0015193 |
| Guide to Pharmacology | 10895 |
| KEGG | C06827 |
| PharmGKB | PA448406 |
| PubChem | 62883 |
| SureChEMBL | SCHEMBL3427 |
| ZINC | ZINC000003830215 |
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