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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL520642
CHEMBL520642
Compound Name CEFTOBIPROLE
ChEMBL Synonyms Zeftera | RO 63-9141 | BAL9141-000 | CEFTOBIPROLE | Zevtera
Max Phase 3
Trade Names
Molecular Formula C20H22N8O6S2

Additional synonyms for CHEMBL520642 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1nc(ns1)\C(=N\O)\C(=O)N[C@H]2[C@H]3SCC(=C(N3C2=O)C(=O)O)\C ...
Download SMILES
Standard InChI InChI=1S/C20H22N8O6S2/c21-20-24-14(26-36-20)11(25-34)15(29)2 ...
Download InChI
Standard InChI Key VOAZJEPQLGBXGO-SDAWRPRTSA-N

Sources

  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL520642

Molecule Features

CHEMBL520642 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials

Clinical Data

ClinicalTrials.gov CEFTOBIPROLE
The Cochrane Collaboration CEFTOBIPROLE

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 CHEMBL520642. 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
CHEMBL2725 Beta-lactamase Enterobacter cloacae 1.000
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.731
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.472
CHEMBL2219 Protein-tyrosine phosphatase LC-PTP Homo sapiens 0.228

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2725 Beta-lactamase Enterobacter cloacae 1.000
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.606
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.326

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
534.6 534.1104 -1.44 6 203.44 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
12 5 2 14 6 3


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.46 9.63 -.14 -3.13 1 36 0.09

Structural Alerts

There are 14 structural alerts for CHEMBL520642. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:VOAZJEPQLGBXGO-SDAWRPRTSA-N
Wikipedia Ceftobiprole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL520642



ChEBI 140407
DrugBank DB04918
FDA SRS 5T97333YZK
PubChem: Drugs of the Future 12015243
PubChem: Thomson Pharma 14910117 14910118
SureChEMBL SCHEMBL2671901
ZINC ZINC000004424091

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