Grepafloxacin

CHEMBL583 Phase 4 Đã phê duyệt 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A fluoroquinolone antibiotic that was developed to treat respiratory and urinary tract infections but was voluntarily withdrawn from the market in 1999 due to concerns about serious cardiac arrhythmias, specifically QT interval prolongation.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.

Khối lượng phân tử

359,4000 g/mol

LogP

-0,20

TPSA

72,90 Ų

Lipinski RO5

Đạt

Cơ chế tác dụng

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)

Cơ chế

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.

Cấu trúc 2D

SVG PNG

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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

Liên kết có thể quay

3

Nguyên tử nặng

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.

Câu hỏi thường gặp

A fluoroquinolone antibiotic that was developed to treat respiratory and urinary tract infections but was voluntarily withdrawn from the market in 1999 due to concerns about serious cardiac arrhythmias, specifically QT interval prolongation.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.

Tuyên bố miễn trách y tế

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.