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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL891
CHEMBL891
Compound Name CLOXACILLIN
ChEMBL Synonyms Ekvacillin | CLOXAPEN | CLOXACILLIN SODIUM | P-25 | Orbenin | Cloxapen | Dariclox | CLOXACILLIN BENZATHINE | ORBENIN | BRL-1621 | TEGOPEN | Cloxacillin | Tegopen
Max Phase 4 (Approved)
Trade Names CLOXACILLIN SODIUM | CLOXAPEN | Ekvacillin | Orbenin | ORBENIN | Dariclox | TEGOPEN
Molecular Formula C19H18ClN3O5S

Additional synonyms for CHEMBL891 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1onc(c2ccccc2Cl)c1C(=O)N[C@H]3[C@H]4SC(C)(C)[C@@H](N4C3=O) ...
Download SMILES
Standard InChI InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20) ...
Download InChI
Standard InChI Key LQOLIRLGBULYKD-JKIFEVAISA-N

Sources

  • 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


CHEMBL891

Molecule Features

CHEMBL891 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Penicillin-binding protein inhibitor Penicillin-binding protein ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Staphylococcal InfectionsD013203EFO:0005681Staphylococcus aureus infection3ClinicalTrials
Enterobacteriaceae InfectionsD004756EFO:1001313Enterobacteriaceae Infections3ClinicalTrials
ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov CLOXACILLIN
The Cochrane Collaboration CLOXACILLIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
435.9 435.0656 2.55 4 112.74 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 0 8 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.44 - 2.83 -.9 2 29 0.71

Structural Alerts

There are 3 structural alerts for CHEMBL891. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01C - BETA-LACTAM ANTIBACTERIALS, PENICILLINS
J01CF - Beta-lactamase resistant penicillins
J01CF02 - cloxacillin

ChemSpider ChemSpider:LQOLIRLGBULYKD-JKIFEVAISA-N
Wikipedia Cloxacillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL891



ACToR 50763-55-8 61-72-3
BindingDB 50022788
Brenda 1440 6734
ChEBI 49566
ChemicalBook CB7163623
DrugBank DB01147
DrugCentral 720
EPA CompTox Dashboard DTXSID5022853
FDA SRS O6X5QGC2VB
Human Metabolome Database HMDB0015278
IBM Patent System D3C5AAE963BD5B9765963118688E5B4A
KEGG Ligand C06923
LINCS LSM-15183
MolPort MolPort-006-110-156
Nikkaji J4.818F
PDBe CXN
PharmGKB PA449059
PubChem 6098
PubChem: Thomson Pharma 14958422
SureChEMBL SCHEMBL2953
ZINC ZINC000003875417

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