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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL996
CHEMBL996
Compound Name CEFOXITIN
ChEMBL Synonyms CEFOXITIN SODIUM | Mefoxitin | CEFOXITIN | MEFOXIN | Mefoxin | Cenomycin
Max Phase 4 (Approved)
Trade Names Mefoxitin | CEFOXITIN | MEFOXIN | Cenomycin | Mefoxin
Molecular Formula C16H17N3O7S2

Additional synonyms for CHEMBL996 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CO[C@]1(NC(=O)Cc2cccs2)[C@H]3SCC(=C(N3C1=O)C(=O)O)COC(=O)N
Standard InChI InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23 ...
Download InChI
Standard InChI Key WZOZEZRFJCJXNZ-ZBFHGGJFSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL996

Molecule Features

CHEMBL996 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:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Pancreatic NeoplasmsD010190EFO:0002618pancreatic carcinoma3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
Hernias, Diaphragmatic, CongenitalD065630EFO:0005207congenital heart disease2ClinicalTrials

Clinical Data

ClinicalTrials.gov CEFOXITIN
The Cochrane Collaboration CEFOXITIN

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 CHEMBL996. 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 0.996
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.995
CHEMBL2219 Protein-tyrosine phosphatase LC-PTP Homo sapiens 0.872
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.859
CHEMBL3326 Beta-lactamase L1 Stenotrophomonas maltophilia 0.604
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.327



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2725 Beta-lactamase Enterobacter cloacae 1.000
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.998
CHEMBL3499 Beta-lactamase class C Enterobacter cloacae 0.824
CHEMBL3326 Beta-lactamase L1 Stenotrophomonas maltophilia 0.803
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.426

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
427.5 427.0508 0.1 7 148.26 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 3 0 10 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.63 - 0 -3.71 1 28 0.41

Structural Alerts

There are 6 structural alerts for CHEMBL996. 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
J01DC - Second-generation cephalosporins
J01DC01 - cefoxitin

ChemSpider ChemSpider:WZOZEZRFJCJXNZ-ZBFHGGJFSA-N
DailyMed cefoxitin sodium
PubChem SID: 144206560 SID: 170465105
Wikipedia Cefoxitin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL996



ACToR 35607-66-0
BindingDB 50335563
Brenda 879
ChEBI 209807
ChemicalBook CB9490581
DrugBank DB01331
DrugCentral 550
EPA CompTox Dashboard DTXSID1022764
FDA SRS 6OEV9DX57Y
Human Metabolome Database HMDB0015426
IBM Patent System C5D3E3F2F537A5315E1ADDBEF6B57551
KEGG Ligand C06887
LINCS LSM-5786
MolPort MolPort-006-127-091
Nikkaji J17.441F
PDBe CFX
PharmGKB PA448856
PubChem 441199
PubChem: Drugs of the Future 12012592
PubChem: Thomson Pharma 15501432 14929780
SureChEMBL SCHEMBL15971
ZINC ZINC000003830449

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