<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3010</id>
  <title>T3D2968</title>
  <common-name>Gatifloxacin</common-name>
  <description>Gatifloxacin is an antibiotic of the fourth-generation fluoroquinolone family, that like other members of that family, inhibits the bacterial enzymes DNA gyrase and topoisomerase IV. Bristol-Myers Squibb introduced Gatifloxacin in 1999 under the proprietary name Tequin&amp;#8482; for the treatment of respiratory tract infections, having licensed the medication from Kyorin Pharmaceutical Company of Japan. Allergan produces an eye-drop formulation called Zymar&amp;#8482;. Gatifloxacin is available as tablets and in various aqueous solutions for intravenous therapy. [Wikipedia]</description>
  <cas>112811-59-3</cas>
  <pubchem-id>5379</pubchem-id>
  <chemical-formula>C19H22FN3O4</chemical-formula>
  <weight>375.159430</weight>
  <appearance>White powder.</appearance>
  <melting-point>182-185°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>60 mg/mL (at pH 4)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Ophthalmic. Well absorbed from the gastrointestinal tract after oral administration with absolute bioavailability of gatifloxacin is 96%</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The bactericidal action of Gatifloxacin results from inhibition of the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV, which are required for bacterial DNA replication, transcription, repair, and recombination.</mechanism-of-toxicity>
  <metabolism>Gatifloxacin undergoes limited biotransformation in humans with less than 1% of the dose excreted in the urine as ethylenediamine and methylethylenediamine metabolitesHalf Life: 7-14 hours</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the treatment of bronchitis, sinusitis, community-acquired pneumonia, and skin infections (abscesses, wounds) caused by S. pneumoniae, H. influenzae, S. aureus, M. pneumoniae, C. pneumoniae, L. pneumophila, S. pyogenes</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Antibiotic resistance</health-effects>
  <symptoms>The most common side effects from antibiotics are diarrhea, nausea, vomiting. Fungal infections of the mouth, digestive tract and vagina can also occur with antibiotics </symptoms>
  <treatment>In the event of acute oral overdose, the stomach should be emptied by inducing vomiting or by gastric lavage. The patient should be carefully observed (including ECG monitoring) and given symptomatic and supportive treatment. Adequate hydration should be maintained. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:28:15Z</created-at>
  <updated-at type="dateTime">2026-03-26T22:58:59Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Gatifloxacin</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07661</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>5280</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Gatifloxacin</stitch-id>
  <drugbank-id>DB01044</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>COC1=C2N(C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNC(C)C1)C1CC1</moldb-smiles>
  <moldb-formula>C19H22FN3O4</moldb-formula>
  <moldb-inchi>InChI=1S/C19H22FN3O4/c1-10-8-22(6-5-21-10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26/h7,9-11,21H,3-6,8H2,1-2H3,(H,25,26)</moldb-inchi>
  <moldb-inchikey>XUBOMFCQGDBHNK-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">375.3941</moldb-average-mass>
  <moldb-mono-mass type="decimal">375.159434412</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>2.6</logp>
  <hmdb-id>HMDB15178</hmdb-id>
  <chembl-id>CHEMBL31</chembl-id>
  <chemspider-id>5186</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;&lt;a href="http://www.drugsyn.org/Gatifloxacin.htm"&gt;DrugSyn.org&lt;/a&gt;&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002331</chemdb-id>
  <dsstox-id>DTXSID5045704</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00004983</susdat-id>
  <iupac>1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid</iupac>
</compound>
