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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201760
CHEMBL1201760
Compound Name BESIFLOXACIN
ChEMBL Synonyms BOL-303224-A | SS734 | BESIVANCE | BESIFLOXACIN HYDROCHLORIDE | BESIFLOXACIN
Max Phase 4 (Approved)
Trade Names BESIVANCE
Molecular Formula C19H21ClFN3O3

Additional synonyms for CHEMBL1201760 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES N[C@@H]1CCCCN(C1)c2c(F)cc3C(=O)C(=CN(C4CC4)c3c2Cl)C(=O)O
Standard InChI InChI=1S/C19H21ClFN3O3/c20-15-16-12(18(25)13(19(26)27)9-24(1 ...
Download InChI
Standard InChI Key QFFGVLORLPOAEC-SNVBAGLBSA-N

Sources

  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1201760

Molecule Features

CHEMBL1201760 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Communicable DiseasesD003141EFO:0005741infectious disease3ClinicalTrials
Conjunctivitis, BacterialD003234EFO:1000829bacterial conjunctivitis3ClinicalTrials
ClinicalTrials
CataractD002386EFO:0001059cataract1ClinicalTrials

Clinical Data

ClinicalTrials.gov BESIFLOXACIN
The Cochrane Collaboration BESIFLOXACIN

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 CHEMBL1201760. 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.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 0.654

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4088 Topoisomerase IV subunit A Staphylococcus aureus 1.000
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 0.952
CHEMBL2147 Serine/threonine-protein kinase PIM1 Homo sapiens 0.226

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
393.9 393.1255 3.14 3 88.56 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
6.41 10.22 3.4 .9 2 27 0.84

Structural Alerts

There are 2 structural alerts for CHEMBL1201760. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AE - Fluoroquinolones
S01AE08 - besifloxacin

ChemSpider ChemSpider:QFFGVLORLPOAEC-SNVBAGLBSA-N
DailyMed besifloxacin hydrochloride
Wikipedia Besifloxacin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201760



ChEBI 135622
DrugBank DB06771
DrugCentral 4111
EPA CompTox Dashboard DTXSID00161706
FDA SRS BFE2NBZ7NX
IBM Patent System 6E2F398FF754D3A867C123F05A43F58B
Nikkaji J2.605.468K
PubChem 10178705
PubChem: Thomson Pharma 15174158
SureChEMBL SCHEMBL725805
ZINC ZINC000003787097

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