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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL4
CHEMBL4
Compound Name OFLOXACIN
ChEMBL Synonyms TARIVID I.V. | TARIVID 400 | HOE 280 | FLOXIN | TARIVID | OCUFLOX | DL-8280 | Visiren | FLOXIN OTIC | OFLOXACIN | EXOCIN
Max Phase 4 (Approved)
Trade Names OCUFLOX | TARIVID | FLOXIN | TARIVID 400 | TARIVID I.V. | EXOCIN | OFLOXACIN | FLOXIN OTIC | Visiren
Molecular Formula C18H20FN3O4

Additional synonyms for CHEMBL4 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1COc2c(N3CCN(C)CC3)c(F)cc4C(=O)C(=CN1c24)C(=O)O
Standard InChI InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8 ...
Download InChI
Standard InChI Key GSDSWSVVBLHKDQ-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • 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


CHEMBL4

Molecule Features

CHEMBL4 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

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
Hearing LossD034381EFO:0004238hearing loss1ClinicalTrials
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
Diabetic FootD017719EFO:1001459diabetic foot3ClinicalTrials
Otitis MediaD010033EFO:0004992Otitis media3ClinicalTrials
Communicable DiseasesD003141EFO:0005741infectious disease3ClinicalTrials
Conjunctivitis, BacterialD003234EFO:1000829bacterial conjunctivitis3ClinicalTrials
Pelvic Inflammatory DiseaseD000292EFO:1001388Pelvic Inflammatory Disease3ClinicalTrials

Clinical Data

ClinicalTrials.gov OFLOXACIN
The Cochrane Collaboration OFLOXACIN

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 CHEMBL4. 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
CHEMBL262 Glycogen synthase kinase-3 beta Homo sapiens 0.990
CHEMBL2470 Cannabinoid CB2 receptor Rattus norvegicus 0.799

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL262 Glycogen synthase kinase-3 beta Homo sapiens 0.977
CHEMBL2470 Cannabinoid CB2 receptor Rattus norvegicus 0.950
CHEMBL2046259 Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Homo sapiens 0.828

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
361.4 361.1438 1.54 2 75.01 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 0 7 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
5.19 7.37 1.85 -.39 2 26 0.87

Structural Alerts

There are 2 structural alerts for CHEMBL4. 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
J01MA01 - ofloxacin

S - SENSORY ORGANS
S02 - OTOLOGICALS
S02A - ANTIINFECTIVES
S02AA - Antiinfectives
S02AA16 - ofloxacin

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AE - Fluoroquinolones
S01AE01 - ofloxacin

ChemSpider ChemSpider:GSDSWSVVBLHKDQ-UHFFFAOYSA-N
DailyMed ofloxacin
PubChem SID: 11533038 SID: 124880995 SID: 124880996 SID: 144204254 SID: 170465035 SID: 174006255 SID: 174007433 SID: 26747609 SID: 26747610 SID: 50106760 SID: 56423109 SID: 85231170 SID: 90341488
Wikipedia Ofloxacin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL4



ACToR 82419-36-1
BindingDB 50045004
Brenda 33876 36458
ChEBI 7731
ChemicalBook CB7103599
DrugBank DB01165
DrugCentral 1981
eMolecules 31780819 498886
EPA CompTox Dashboard DTXSID3041085
Human Metabolome Database HMDB0015296
IBM Patent System DC459D605D5725A20C897E052F6FB4D5
KEGG Ligand C07321
LINCS LSM-4370
Mcule MCULE-5746531107
MolPort MolPort-000-758-642 MolPort-000-422-241
NIH Clinical Collection SAM002264629
Nikkaji J242.858J
PharmGKB PA450684
PubChem 4583 3288597
PubChem: Drugs of the Future 12013736
PubChem: Thomson Pharma 14876840
Selleck Ofloxacin(Floxin)
SureChEMBL SCHEMBL24373

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