Compound ID | 2024

Update compound information

Ciprofloxacin

Synonym(s): Bay 09867

Class: Fluoroquinolone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: DNA synthesis inhibitor. Binds to type II topoisomerases, gyrase and topoisomerase IV to inhibitor DNA cleavage and ligation reactions; bacterial topoisomerase inhibitor
Description: Synthetic quinoline derivative. Oral, intravenous and topical application.
Year first mentioned: 1980
Highest development stage: Approved by FDA in 1987
Development status: Approved
Chemical structure(s):
Click here for structure editor
Molecular weight: 331.34
Iso. SMILES: C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCNCC4)F)C(=O)O
InChI Key: MYSWGUAQZAJSOK-UHFFFAOYSA-N
Can. SMILES: C1CC1N2C=C(C(=O)C3=C2C=C(C(=C3)F)N4CCNCC4)C(=O)O
InChI: InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/2764
Guide to Pharmacology: ciprofloxacin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/16970512/
  • https://www.ema.europa.eu/en/medicines/human/referrals/quinolone-fluoroquinolone-containing-medicinal-products
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC90866/
  • https://pubs.acs.org/doi/10.1021/bi5000564

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.