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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL186
CHEMBL186
Compound Name CEFEPIME
ChEMBL Synonyms BMY-28142 | MAXIPIME | Cefepime hydrochloride (arginine formulation) | BMY-28142 2HCL.H20 | CEFEPIME | CEFEPIME HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names MAXIPIME | CEFEPIME HYDROCHLORIDE
Molecular Formula C19H24N6O5S2

Additional synonyms for CHEMBL186 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-])C[N+]3(C)C ...
Download SMILES
Standard InChI InChI=1S/C19H24N6O5S2/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27 ...
Download InChI
Standard InChI Key HVFLCNVBZFFHBT-ZKDACBOMSA-N

Sources

  • Orange Book
  • Patent Bioactivity Data
  • 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


CHEMBL186

Molecule Features

CHEMBL186 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:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis2ClinicalTrials
ClinicalTrials
Shock, SepticD012772EFO:0006834septic shock3ClinicalTrials
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection3ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov CEFEPIME
The Cochrane Collaboration CEFEPIME

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 CHEMBL186. 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 0.772

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.822

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
480.6 480.125 -1.28 7 150.04 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
10 2 0 11 3 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.46 1.7 -2.84 -2.29 1 32 0.21

Structural Alerts

There are 15 structural alerts for CHEMBL186. 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
J01DE - Fourth-generation cephalosporins
J01DE01 - cefepime

ChemSpider ChemSpider:HVFLCNVBZFFHBT-ZKDACBOMSA-N
DailyMed cefepime hydrochloride
Wikipedia Cefepime

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL186



ACToR 88040-23-7
BindingDB 50350470
Brenda 951
ChEBI 478164
ChemicalBook CB1737417
DrugBank DB01413
DrugCentral 535
FDA SRS 807PW4VQE3
Human Metabolome Database HMDB0015483
KEGG Ligand C08111
MolPort MolPort-006-167-794
PharmGKB PA164754876
PubChem 5479537
PubChem: Drugs of the Future 12012932
PubChem: Thomson Pharma 14932491
SureChEMBL SCHEMBL65720

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