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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL528
CHEMBL528
Compound Name CEFTIZOXIME
ChEMBL Synonyms Cefizox | CEFTIZOXIME | Epocelin | SK&F-88373-Z | FK-749 | CEFTIZOXIME SODIUM | CEFIZOX | FK 749 | FR 13749 | SK&F 88373-Z
Max Phase 4 (Approved)
Trade Names Epocelin | CEFIZOX
Molecular Formula C13H13N5O5S2

Additional synonyms for CHEMBL528 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CO\N=C(/C(=O)N[C@H]1[C@H]2SCC=C(N2C1=O)C(=O)O)\c3csc(N)n3
Standard InChI InChI=1S/C13H13N5O5S2/c1-23-17-7(5-4-25-13(14)15-5)9(19)16-8 ...
Download InChI
Standard InChI Key NNULBSISHYWZJU-LLKWHZGFSA-N

Sources

  • British National Formulary
  • 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


CHEMBL528

Molecule Features

CHEMBL528 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial penicillin-binding protein inhibitor Bacterial penicillin-binding protein PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov CEFTIZOXIME
The Cochrane Collaboration CEFTIZOXIME

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 CHEMBL528. 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
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.990
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.907

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.694
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.564

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
383.4 383.0358 -0.56 5 147.21 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
9 3 0 10 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.99 1.7 -.65 -4.35 1 25 0.35

Structural Alerts

There are 14 structural alerts for CHEMBL528. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01D - OTHER BETA-LACTAM ANTIBACTERIALS
J01DD - Third-generation cephalosporins
J01DD07 - ceftizoxime

ChemSpider ChemSpider:NNULBSISHYWZJU-LLKWHZGFSA-N
Wikipedia Ceftizoxime

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL528



ACToR 68401-81-0
BindingDB 237182
Brenda 21557 154369 153385
ChEBI 553473
ChemicalBook CB1717299
DrugBank DB01332
DrugCentral 563
EPA CompTox Dashboard DTXSID5022772
FDA SRS C43C467DPE
Human Metabolome Database HMDB0015427
KEGG Ligand C06890
MolPort MolPort-006-167-775
Nikkaji J37.178E
PharmGKB PA164748758
PubChem 6533629
PubChem: Thomson Pharma 49847130
SureChEMBL SCHEMBL37504
ZINC ZINC000003830477

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