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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL44354
CHEMBL44354
Compound Name CEFTAZIDIME
ChEMBL Synonyms Fortam | LY-139381 | GR 20263 | PENTACEF | Tazidime | Ceptaz | FORTAZ | TAZICEF | CEFTAZIDIME SODIUM | Ceftazidime (arginine formulation) | CEFTAZIDIME | Fortum | Kefazim
Max Phase 4 (Approved)
Trade Names CEFTAZIDIME | Kefazim | CEPTAZ | FORTAZ | TAZICEF | TAZIDIME | PENTACEF | Fortam | Fortum
Molecular Formula C22H22N6O7S2

Additional synonyms for CHEMBL44354 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)(O\N=C(/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)[O-])C[n+] ...
Download SMILES
Standard InChI InChI=1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21( ...
Download InChI
Standard InChI Key ORFOPKXBNMVMKC-DWVKKRMSSA-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


CHEMBL44354

Molecule Features

CHEMBL44354 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Intraabdominal InfectionsD0594134DailyMed
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
Cystic FibrosisD003550Orphanet:586Cystic fibrosis1ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials
Staphylococcal Skin InfectionsD013207EFO:1001849staphylococcal skin infections3ClinicalTrials
Meningitis, BacterialD016920EFO:1000831bacterial meningitis2ClinicalTrials
PyelonephritisD011704EFO:1001141pyelonephritis4DailyMed
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection4ClinicalTrials
DailyMed

Clinical Data

ClinicalTrials.gov CEFTAZIDIME
The Cochrane Collaboration CEFTAZIDIME

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 CHEMBL44354. 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 0.999
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.588

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.789
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.528

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
546.6 546.0991 -1.3 9 191.22 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
11 3 2 13 4 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.43 1.34 -2.5 -2.95 2 37 0.15

Structural Alerts

There are 16 structural alerts for CHEMBL44354. 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
J01DD02 - ceftazidime

ChemSpider ChemSpider:ORFOPKXBNMVMKC-DWVKKRMSSA-N
DailyMed ceftazidime ceftazidime sodium

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL44354



ACToR 72558-82-8
BindingDB 50420259
Brenda 743 122922 37962
ChEBI 3508
ChemicalBook CB7289569
DrugBank DB00438
EPA CompTox Dashboard DTXSID5022770
FDA SRS DZR1ENT301
Human Metabolome Database HMDB0014582
KEGG Ligand C06889
MolPort MolPort-006-137-763
PharmGKB PA448861
PubChem 57514439 5481173 73415817
PubChem: Thomson Pharma 14861453 14763620
SureChEMBL SCHEMBL36849

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