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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL430
CHEMBL430
Compound Name GEMIFLOXACIN
ChEMBL Synonyms GEMIFLOXACIN | GEMIFLOXACIN MESYLATE | FACTIVE | LB 20304A | SB-265805-S
Max Phase 4 (Approved)
Trade Names FACTIVE | GEMIFLOXACIN MESYLATE
Molecular Formula C18H20FN5O4

Additional synonyms for CHEMBL430 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CO\N=C\1/CN(CC1CN)c2nc3N(C=C(C(=O)O)C(=O)c3cc2F)C4CC4
Standard InChI InChI=1S/C18H20FN5O4/c1-28-22-14-8-23(6-9(14)5-20)17-13(19)4 ...
Download InChI
Standard InChI Key ZRCVYEYHRGVLOC-HYARGMPZSA-N

Sources

  • AstraZeneca Deposited Data
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL430

Molecule Features

CHEMBL430 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA gyrase inhibitor DNA gyrase FDA
Topoisomerase IV inhibitor Topoisomerase IV FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Helicobacter InfectionsD016481EFO:1000961Helicobacter pylori infectious disease3ClinicalTrials
Communicable DiseasesD003141EFO:0005741infectious disease1ClinicalTrials
RhinoscleromaD012226EFO:0007470rhinoscleroma0ClinicalTrials

Clinical Data

ClinicalTrials.gov GEMIFLOXACIN
The Cochrane Collaboration GEMIFLOXACIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL430. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4088 Topoisomerase IV subunit A Staphylococcus aureus 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
389.4 389.1499 0.97 5 123.04 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 2 0 9 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
6.02 9.15 1.77 -.71 2 28 0.73

Structural Alerts

There are 8 structural alerts for CHEMBL430. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01M - QUINOLONE ANTIBACTERIALS
J01MA - Fluoroquinolones
J01MA15 - gemifloxacin

ChemSpider ChemSpider:ZRCVYEYHRGVLOC-HYARGMPZSA-N
DailyMed gemifloxacin mesylate
Wikipedia Gemifloxacin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL430



ACToR 175463-14-6
BindingDB 50178917
ChEBI 101853
DrugBank DB01155
DrugCentral 1286
eMolecules 27520355
EPA CompTox Dashboard DTXSID3048495
Human Metabolome Database HMDB0015286
LINCS LSM-44972
Nikkaji J726.319H
PubChem 9571107
PubChem: Thomson Pharma 14878468
SureChEMBL SCHEMBL136633

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/ZRCVYEYHRGVLOC-HYARGMPZSA-N spacer
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