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Grepafloxacin

CHEMBL583 Phase 4 معتمد Small molecule
Half-Life
—
Bioavailability
—
Protein Binding
—
Molecular Weight
359.4 g/mol
LogP
-0.2
Phase
4

A fluoroquinolone antibiotic that was developed to treat respiratory and urinary tract infections but was voluntarily withdrawn from the market in 1999 due to concerns about serious cardiac arrhythmias, specifically QT interval prolongation. It worked by inhibiting bacterial DNA gyrase and topoisomerase IV. Its withdrawal contributed to greater scrutiny of cardiac safety in antibiotic development.

الوزن الجزيئي

359,4000 g/mol

LogP

-0,20

TPSA

72,90 Ų

قاعدة ليبينسكي للخمسة

ناجح

آلية العمل

Inhibits bacterial DNA gyrase (topoisomerase II) and topoisomerase IV, enzymes essential for DNA replication, transcription, and repair. This leads to breakage of bacterial chromosomal DNA and rapid cell death.

Pharmacokinetics (PK)

Pharmacodynamics (PD)

الآلية

Inhibits bacterial DNA gyrase (topoisomerase II) and topoisomerase IV, enzymes essential for DNA replication, transcription, and repair. This leads to breakage of bacterial chromosomal DNA and rapid cell death.

البنية ثنائية الأبعاد

SVG PNG

Cite this structure


                        

                            
                            
                        

                    

                


                
                

                    

                    

                        
Embed this structure

                        

                        

                            
                            
                        

                    

                

                

                
                

                    
SMILES

                    
Cc1c(F)c(N2CCNC(C)C2)cc2c1c(=O)c(C(=O)O)cn2C1CC1

                

                

                
                

                    
InChI

                    
InChI=1S/C19H22FN3O3/c1-10-8-22(6-5-21-10)15-7-14-16(11(2)17(15)20)18(24)13(19(25)26)9-23(14)12-3-4-12/h7,9-10,12,21H,3-6,8H2,1-2H3,(H,25,26)

                

                

                

                    
                    

                        
Molecular Formula

                        
C19H22FN3O3

                    

                    
                    

                        
HBD / HBA

                        
2 / 7

                    

                    
                    

                        
الروابط القابلة للدوران

                        
3

                    

                    
                    
                    

                        
الذرات الثقيلة

                        
26

                    

                    
                

            


            
            

                
                


    
    
        
    
    
    
No targets recorded

    
    
Target interaction data is not yet available for this drug.

    



                
            


            
            

                
                


    
    
        
    
    
    
No interactions recorded

    
    
Drug interaction data is not yet available for this compound.

    



                
            


            
            

                
                


    
    
        
    
    
    
No side effects recorded

    
    
Side effect data is not yet available for this drug.

    



                
            


            
            
            

                
الأسئلة الشائعة

                

                    
                    

                        
                        

                            
A fluoroquinolone antibiotic that was developed to treat respiratory and urinary tract infections but was voluntarily withdrawn from the market in 1999 due to concerns about serious cardiac arrhythmias, specifically QT interval prolongation. It worked by inhibiting bacterial DNA gyrase and topoisomerase IV. Its withdrawal contributed to greater scrutiny of cardiac safety in antibiotic development.

                        

                    

                    

                    

                    
                    

                        
                        

                            
Inhibits bacterial DNA gyrase (topoisomerase II) and topoisomerase IV, enzymes essential for DNA replication, transcription, and repair. This leads to breakage of bacterial chromosomal DNA and rapid cell death.

                        

                    

                    

                    

                    

                        
                        

                            
Yes, Grepafloxacin is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.

                        

                    

                

            

            

            
            

            
            

            
            
{# References & Data Sources section for drug detail pages.
   Renders standard pharmacological database links plus the drug's data_sources field. #}


    
References & Data Sources

    
    
        
        
  • 
            
            
                ChEMBL — European Bioinformatics Institute (EBI).
                CHEMBL583.
                Open-access bioactivity database.
            
        
    • 
        
        
        
  • 
            
            
                PubChem — National Center for Biotechnology Information (NCBI).
                CID 72474.
                Chemical information database.
            
        
    • 
        
        
        
        
    

    
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-04.




        


        
        
    


    



    
إخلاء المسؤولية الطبية

    

        This content is for educational and informational purposes only. It is not a substitute for professional medical advice, diagnosis, or treatment. Always consult a qualified healthcare provider before making medication decisions.
    

    

        Data sources:
        ChEMBL,
        PubChem,
        DailyMed.