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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL819
CHEMBL819
Compound Name OXACILLIN
ChEMBL Synonyms Cryptocillin | Bactocill | Oxacillin sodium | Prostaphlin | BACTOCILL | SO 16,423 | PROSTAPHLIN | SQ-16423 | P-12 | OXACILLIN
Max Phase 4 (Approved)
Trade Names Prostaphlin | Oxacillin sodium | PROSTAPHLIN | Bactocill | Cryptocillin | BACTOCILL
Molecular Formula C19H19N3O5S

Additional synonyms for CHEMBL819 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1onc(c2ccccc2)c1C(=O)N[C@H]3[C@H]4SC(C)(C)[C@@H](N4C3=O)C( ...
Download SMILES
Standard InChI InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(2 ...
Download InChI
Standard InChI Key UWYHMGVUTGAWSP-JKIFEVAISA-N

Sources

  • 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


CHEMBL819

Molecule Features

CHEMBL819 compound icon
Drug Type:Natural Product-derived 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
Penicillin-binding protein inhibitor Penicillin-binding protein PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
InfectionD007239EFO:0000544infection2ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis3ClinicalTrials
BacteremiaD016470EFO:0003033bacteriemia3ClinicalTrials

Clinical Data

ClinicalTrials.gov OXACILLIN
The Cochrane Collaboration OXACILLIN

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
401.4 401.1045 1.9 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 - 2.55 -1.18 2 28 0.75

Structural Alerts

There are 3 structural alerts for CHEMBL819. 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
J01CF04 - oxacillin

ChemSpider ChemSpider:UWYHMGVUTGAWSP-JKIFEVAISA-N
DailyMed oxacillin sodium
Wikipedia Oxacillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL819



ACToR 66-79-5
BindingDB 50350483
Brenda 1030
ChEBI 7809
DrugBank DB00713
DrugCentral 2006
EPA CompTox Dashboard DTXSID8023397
FDA SRS UH95VD7V76
Human Metabolome Database HMDB0014851
IBM Patent System ED33D36DA07DA599639B19A469142489
KEGG Ligand C07334
LINCS LSM-6005
Nikkaji J4.514D
PharmGKB PA450725
PubChem 6196
SureChEMBL SCHEMBL3817
ZINC ZINC000003875439

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