ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL428
CHEMBL428
Compound Name TROVAFLOXACIN
ChEMBL Synonyms CP-99219-27 | CP-99,219-27 | Trovafloxacin sulfate | TROVAFLOXACIN | TROVAFLOXACIN MESYLATE | TROVAN
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names TROVAN
Molecular Formula C20H15F3N4O3

Additional synonyms for CHEMBL428 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES N[C@@H]1[C@H]2CN(C[C@@H]12)c3nc4N(C=C(C(=O)O)C(=O)c4cc3F)c5c ...
Download SMILES
Standard InChI InChI=1S/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)3 ...
Download InChI
Standard InChI Key WVPSKSLAZQPAKQ-CDMJZVDBSA-N

Sources

  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL428

Molecule Features

CHEMBL428 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Withdrawn

Withdrawal Information

Year 1999
Country European Union; United States
Reason Hepatotoxicity
Class Hepatotoxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial DNA gyrase inhibitor Bacterial DNA gyrase DailyMed
Topoisomerase IV inhibitor Topoisomerase IV DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials

Clinical Data

ClinicalTrials.gov TROVAFLOXACIN
The Cochrane Collaboration TROVAFLOXACIN

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 CHEMBL428. 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 0.589

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
416.4 416.1096 1.89 3 101.45 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
5.8 7.92 1 -1.06 3 30 0.68

Structural Alerts

There are 2 structural alerts for CHEMBL428. 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
J01MA13 - trovafloxacin

ChemSpider ChemSpider:WVPSKSLAZQPAKQ-CDMJZVDBSA-N
Wikipedia Trovafloxacin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL428



ACToR 147059-72-1
Brenda 147464
ChEBI 9763
DrugBank DB00685
DrugCentral 2777
EPA CompTox Dashboard DTXSID0041145
FDA SRS 9F388J00UK
IBM Patent System 0E23DAE2029E6E5C24307A2A6FC1AF7D
KEGG Ligand C07664
Nikkaji J785.495A
PDBe TR6
PubChem: Thomson Pharma 16564122 14831391
SureChEMBL SCHEMBL34465
ZINC ZINC000100030989

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