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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL126
CHEMBL126
Compound Name LINEZOLID
ChEMBL Synonyms ZYVOX | U-100,766 | LINEZOLID
Max Phase 4 (Approved)
Trade Names ZYVOX | LINEZOLID
Molecular Formula C16H20FN3O4

Additional synonyms for CHEMBL126 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)NC[C@H]1CN(C(=O)O1)c2ccc(N3CCOCC3)c(F)c2
Standard InChI InChI=1S/C16H20FN3O4/c1-11(21)18-9-13-10-20(16(22)24-13)12-2 ...
Download InChI
Standard InChI Key TYZROVQLWOKYKF-ZDUSSCGKSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL126

Molecule Features

CHEMBL126 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial 70S ribosome inhibitor Bacterial 70S ribosome DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials
Staphylococcal InfectionsD013203EFO:0005681Staphylococcus aureus infection3ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis2ClinicalTrials
Pneumonia, BacterialD018410EFO:1001272bacterial pneumonia3ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease3ClinicalTrials
Cystic FibrosisD003550Orphanet:586Cystic fibrosis2ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis3ClinicalTrials
Tuberculosis, Multidrug-ResistantD018088EFO:0007381multidrug-resistant tuberculosis2ClinicalTrials
Tuberculosis, PulmonaryD014397EFO:1000049pulmonary tuberculosis3ClinicalTrials
BacteremiaD016470EFO:0003033bacteriemia3ClinicalTrials

Clinical Data

ClinicalTrials.gov LINEZOLID
The Cochrane Collaboration LINEZOLID

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 CHEMBL126. 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
CHEMBL5062 Coagulation factor X Oryctolagus cuniculus 1.000
CHEMBL244 Coagulation factor X Homo sapiens 0.979

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5062 Coagulation factor X Oryctolagus cuniculus 1.000
CHEMBL244 Coagulation factor X Homo sapiens 0.982

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
337.4 337.1438 1.12 4 71.11 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 0 7 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 5.75 .45 .44 1 24 0.89

Structural Alerts

There are no structural alerts for CHEMBL126

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01X - OTHER ANTIBACTERIALS
J01XX - Other antibacterials
J01XX08 - linezolid

ChemSpider ChemSpider:TYZROVQLWOKYKF-ZDUSSCGKSA-N
DailyMed linezolid
PubChem SID: 144205799 SID: 26719842 SID: 49681612
Wikipedia Linezolid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL126



ACToR 165800-03-3
BindingDB 50116067
Brenda 60337 18943
ChEBI 63607
ChemicalBook CB1287912
DrugBank DB00601
DrugCentral 1584
eMolecules 29543492
EPA CompTox Dashboard DTXSID5046489
FDA SRS ISQ9I6J12J
Human Metabolome Database HMDB0014739
IBM Patent System 5A42C33BA668FF8046DFC7628D7BACCB
KEGG Ligand C08146
LINCS LSM-5750
MolPort MolPort-003-986-503
NIH Clinical Collection SAM001246624
Nikkaji J709.722K
PDBe ZLD
PharmGKB PA450233
PubChem 441401
PubChem: Drugs of the Future 12014976
PubChem: Thomson Pharma 14924659 14753513
Selleck Linezolid(Zyvox)
SureChEMBL SCHEMBL5027
ZINC ZINC000002008866

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