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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1541
CHEMBL1541
Compound Name CEFIXIME
ChEMBL Synonyms SUPRAX | Oroken | CEFIXIME | Cefspan | CL 284,635 | FK 027 | FR 17027
Max Phase 4 (Approved)
Trade Names CEFIXIME | Cefspan | Oroken | SUPRAX
Molecular Formula C16H15N5O7S2

Additional synonyms for CHEMBL1541 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1nc(cs1)\C(=N\OCC(=O)O)\C(=O)N[C@H]2[C@H]3SCC(=C(N3C2=O)C( ...
Download SMILES
Standard InChI InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15( ...
Download InChI
Standard InChI Key OKBVVJOGVLARMR-QSWIMTSFSA-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


CHEMBL1541

Molecule Features

CHEMBL1541 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N 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 PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
InfectionD007239EFO:0000544infection1ClinicalTrials
Otitis MediaD010033EFO:0004992Otitis media4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
TonsillitisD0140694DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
BronchitisD0019914DailyMed
DailyMed
DailyMed
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
PharyngitisD0106124DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection2ClinicalTrials

Clinical Data

ClinicalTrials.gov CEFIXIME
The Cochrane Collaboration CEFIXIME

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 CHEMBL1541. 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
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.999
CHEMBL2219 Protein-tyrosine phosphatase LC-PTP Homo sapiens 0.453

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2725 Beta-lactamase Enterobacter cloacae 1.000
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.959
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.623

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
453.5 453.0413 -0.54 8 184.51 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
10 4 0 12 5 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.8 1.42 -.1 -4.89 1 30 0.23

Structural Alerts

There are 16 structural alerts for CHEMBL1541. 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
J01DD08 - cefixime

ChemSpider ChemSpider:OKBVVJOGVLARMR-QSWIMTSFSA-N
DailyMed cefixime
PubChem SID: 85148376
Wikipedia Cefixime

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1541



BindingDB 84007
ChEBI 472657
ChemicalBook CB4210362
DrugBank DB00671
DrugCentral 537
FDA SRS XZ7BG04GJX
Human Metabolome Database HMDB0014809
KEGG Ligand C06881
MolPort MolPort-003-845-687
Nikkaji J22.201A
PDBe C04
PubChem 5362065
PubChem: Drugs of the Future 12012851
PubChem: Thomson Pharma 15404783 14833440
SureChEMBL SCHEMBL24945
ZINC ZINC000004468778

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