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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL9
CHEMBL9
Compound Name NORFLOXACIN
ChEMBL Synonyms NOROXIN | NORFLOXACIN | Baccidal | Quinabic | MK-366 | UTINOR | CHIBROXIN
Max Phase 4 (Approved)
Trade Names Baccidal | CHIBROXIN | Quinabic | UTINOR | NOROXIN
Molecular Formula C16H18FN3O3

Additional synonyms for CHEMBL9 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN1C=C(C(=O)O)C(=O)c2cc(F)c(cc12)N3CCNCC3
Standard InChI InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17) ...
Download InChI
Standard InChI Key OGJPXUAPXNRGGI-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


CHEMBL9

Molecule Features

CHEMBL9 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N 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 FDA
Topoisomerase IV inhibitor Topoisomerase IV FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection3ClinicalTrials
Hepatopulmonary SyndromeD020065EFO:1001346Hepatopulmonary Syndrome2ClinicalTrials
Liver CirrhosisD008103EFO:0001422cirrhosis of liver3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials

Clinical Data

ClinicalTrials.gov NORFLOXACIN
The Cochrane Collaboration NORFLOXACIN

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 CHEMBL9. 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
CHEMBL1899 Serotonin 3a (5-HT3a) receptor Homo sapiens 0.973

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4088 Topoisomerase IV subunit A Staphylococcus aureus 1.000
CHEMBL1899 Serotonin 3a (5-HT3a) receptor Homo sapiens 0.931
CHEMBL3471 Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 0.514

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
319.3 319.1332 1.27 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
.16 8.68 1.74 -.66 2 23 0.89

Structural Alerts

There are 2 structural alerts for CHEMBL9. 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
J01MA06 - norfloxacin

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AE - Fluoroquinolones
S01AE02 - norfloxacin

ChemSpider ChemSpider:OGJPXUAPXNRGGI-UHFFFAOYSA-N
PubChem SID: 11112831 SID: 124882669 SID: 144204233 SID: 144206991 SID: 170464769 SID: 174007429 SID: 26746929 SID: 855614
Wikipedia Norfloxacin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL9



ACToR 70458-96-7 68077-27-0
BindingDB 50045000
Brenda 15890
ChEBI 100246
ChemicalBook CB1711035
DrugBank DB01059
DrugCentral 1967
eMolecules 902214
EPA CompTox Dashboard DTXSID7037680
FDA SRS N0F8P22L1P
Human Metabolome Database HMDB0015192
IBM Patent System 7C123DC321FB1B253D3940272A5029F9
KEGG Ligand C06687
LINCS LSM-5286
Mcule MCULE-1115657359
MolPort MolPort-001-738-625
Nikkaji J1.144D
PharmGKB PA450654
PubChem 6919051 4539
PubChem: Drugs of the Future 12013332
PubChem: Thomson Pharma 14874649
Selleck Norfloxacin(Norxacin)
SureChEMBL SCHEMBL3473
ZINC ZINC000000003742

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