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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL561
CHEMBL561
Compound Name LOMEFLOXACIN
ChEMBL Synonyms SC-47111B | SC-47111A | NY-198 | LOMEFLOXACIN MESYLATE | OKACYN | SC-47111 | Lomefloxacin | MAXAQUIN | LOMEFLOXACIN HYDROCHLORIDE | Maxaquin
Max Phase 4 (Approved)
Trade Names OKACYN | MAXAQUIN
Molecular Formula C17H19F2N3O3

Additional synonyms for CHEMBL561 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN1C=C(C(=O)O)C(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c12
Standard InChI InChI=1S/C17H19F2N3O3/c1-3-21-8-11(17(24)25)16(23)10-6-12(18 ...
Download InChI
Standard InChI Key ZEKZLJVOYLTDKK-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL561

Molecule Features

CHEMBL561 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:N Availability Type:Discontinued

Mechanism of Action

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

Indications

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

Clinical Data

ClinicalTrials.gov LOMEFLOXACIN
The Cochrane Collaboration LOMEFLOXACIN

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 CHEMBL561. 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
351.4 351.1394 1.8 3 74.57 ZWITTERION


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
-.25 8.57 2.46 .04 2 25 0.88

Structural Alerts

There are 2 structural alerts for CHEMBL561. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AE - Fluoroquinolones
S01AE04 - lomefloxacin

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01M - QUINOLONE ANTIBACTERIALS
J01MA - Fluoroquinolones
J01MA07 - lomefloxacin

ChemSpider ChemSpider:ZEKZLJVOYLTDKK-UHFFFAOYSA-N
PubChem SID: 174007186 SID: 90340951
Wikipedia Lomefloxacin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL561



ACToR 98079-51-7
BindingDB 50417952
ChEBI 116278
DrugBank DB00978
DrugCentral 1594
eMolecules 566238
EPA CompTox Dashboard DTXSID4040680
Human Metabolome Database HMDB0015113
IBM Patent System 5E54D35F11DDC5581B961B0B9364D80B
KEGG Ligand C07078
LINCS LSM-5145
Mcule MCULE-1743491276
MolPort MolPort-003-949-739
Nikkaji J135.046C
PharmGKB PA164749165
PubChem 3948
PubChem: Thomson Pharma 14851991
SureChEMBL SCHEMBL34609

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