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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL501122
CHEMBL501122
Compound Name CEFTAROLINE FOSAMIL
ChEMBL Synonyms PPI-0903 | TAK 599 | CEFTAROLINE FOSAMIL ACETATE | TEFLARO | CEFTAROLINE FOSAMIL
Max Phase 4 (Approved)
Trade Names TEFLARO
Molecular Formula C22H21N8O8PS4

Additional synonyms for CHEMBL501122 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCO\N=C(/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)[O-])Sc3nc(cs3 ...
Download SMILES
Standard InChI InChI=1S/C22H21N8O8PS4/c1-3-38-26-13(16-25-21(43-28-16)27-39 ...
Download InChI
Standard InChI Key ZCCUWMICIWSJIX-NQJJCJBVSA-N

Sources

  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL501122

Molecule Features

CHEMBL501122 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
MeningitisD008581EFO:0000584infectious meningitis1ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
Pneumonia, BacterialD018410EFO:1001272bacterial pneumonia4DailyMed
ClinicalTrials
Systemic Inflammatory Response SyndromeD018746EFO:1001478systemic inflammatory response syndrome1ClinicalTrials
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection2ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia1ClinicalTrials
SepsisD018805HP:0100806sepsis2ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease1ClinicalTrials

Clinical Data

ClinicalTrials.gov CEFTAROLINE FOSAMIL
The Cochrane Collaboration CEFTAROLINE FOSAMIL

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
684.7 684.0103 -0.12 11 223.24 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
14 4 2 16 4 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
1.78 - -1.98 -3.39 3 43 0.07

Structural Alerts

There are 18 structural alerts for CHEMBL501122. 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
J01DI - Other cephalosporins and penems
J01DI02 - ceftaroline fosamil

ChemSpider ChemSpider:ZCCUWMICIWSJIX-NQJJCJBVSA-N
DailyMed ceftaroline fosamil
Wikipedia Ceftaroline_fosamil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL501122



ChEBI 70718
ChemicalBook CB92628317
DrugBank DB06590
DrugCentral 4169
EPA CompTox Dashboard DTXSID60177444
FDA SRS 7P6FQA5D21
PubChem 57514685 9852981
PubChem: Thomson Pharma 14815062 24902592
SureChEMBL SCHEMBL1464037

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