Molecule Details
| InChIKey | GPRBEKHLDVQUJE-QSWIMTSFSA-N |
|---|---|
| Compound Name | Cefotaxime |
| Canonical SMILES | CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(COC(C)=O)CS[C@H]12)c1csc(N)n1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 5 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.39 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00493 |
|---|---|
| Drug Name | Cefotaxime |
| CAS Number | 63527-52-6 |
| Groups | approved investigational |
| ATC Codes | J01DD01 |
| Description | Cefotaxime is a third-generation cephalosporin antibiotic. Like other third-generation cephalosporins, it has broad spectrum activity against Gram positive and Gram negative bacteria. In most cases, it is considered to be equivalent to ceftriaxone in terms of safety and efficacy. Cefotaxime sodium i... |
Categories: Agents that reduce seizure threshold Amides Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antiinfectives for Systemic Use Cephalosporins Heterocyclic Compounds, Fused-Ring Lactams Nephrotoxic agents OAT1/SLC22A6 inhibitors OAT3/SLC22A8 Inhibitors Sulfur Compounds Thiazines Third-Generation Cephalosporins beta-Lactams
Cross-references: BindingDB: 50482777 ChEBI: 204928 CHEMBL1730 ChemSpider: 4674877 Drugs Product Database (DPD): 8349 C06885 D07647 PDB: CE3 PharmGKB: PA448852 PubChem:5742673 PubChem:46506911 RxCUI: 2186 Therapeutic Targets Database: DAP000146 Wikipedia: Cefotaxime ZINC: ZINC000004468780
Target Activities (5)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| Q8TCC7 | SLC22A8 | Homo sapiens | Human | PF00083 | 6.5 | Ki | ChEMBL |
| P14677 | pbpX | Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) | Pathogen | PF03793 PF03717 PF00905 | 6.5 | IC50 | BindingDB |
| Q04707 | ponA | Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) | Pathogen | PF00912 PF00905 | 6.4 | IC50 | BindingDB |
| B2ZTR6 | Acinetobacter baumannii | Pathogen | PF00144 | 6.3 | Ki | ChEMBL | |
| Q7DHH4 | mecA | Staphylococcus aureus | Pathogen | PF05223 PF03717 PF00905 | 6.3 | IC50 | BindingDB |
DrugBank Target Actions (19)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P02768 | ALB | Albumin | binder | targets |
| Q9NSA0 | SLC22A11 | Solute carrier family 22 member 11 | binder | targets |
| B2ZTR6 | Beta-lactamase | inhibitor | targets | |
| P0A3M6 | P0A3M6 | Penicillin-binding protein 2B | inhibitor | targets |
| P42971 | P42971 | Penicillin-binding protein 3 | inhibitor | targets |
| P46059 | SLC15A1 | Solute carrier family 15 member 1 | inhibitor | targets |
| Q16348 | Q16348 | Solute carrier family 15 member 2 | inhibitor | targets |
| Q4U2R8 | SLC22A6 | Solute carrier family 22 member 6 | inhibitor | targets |
| Q7CRA4 | Q7CRA4 | Penicillin-binding protein 1b | inhibitor | targets |
| Q8DNB6 | Q8DNB6 | Penicillin-binding protein 2a | inhibitor | targets |
| Q8DR59 | Q8DR59 | Penicillin-binding protein 1A | inhibitor | targets |
| Q8TCC7 | SLC22A8 | Organic anion transporter 3 | inhibitor | targets |
| Q9Y694 | Q9Y694 | Solute carrier family 22 member 7 | inhibitor | targets |
| P46059 | SLC15A1 | Solute carrier family 15 member 1 | inhibitor | transporters |
| Q16348 | Q16348 | Solute carrier family 15 member 2 | inhibitor | transporters |
| Q4U2R8 | SLC22A6 | Solute carrier family 22 member 6 | inhibitor | transporters |
| Q8TCC7 | SLC22A8 | Organic anion transporter 3 | inhibitor | transporters |
| Q9NSA0 | SLC22A11 | Solute carrier family 22 member 11 | inhibitor | transporters |
| Q9Y694 | Q9Y694 | Solute carrier family 22 member 7 | inhibitor | transporters |