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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201195
CHEMBL1201195
Compound Name CEFMETAZOLE
ChEMBL Synonyms CEFMETAZOLE | ZEFAZONE | CEFMETAZOLE SODIUM | U-72791 | U-72791A
Max Phase 4 (Approved)
Trade Names ZEFAZONE
Molecular Formula C15H17N7O5S3

Additional synonyms for CHEMBL1201195 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CO[C@]1(NC(=O)CSCC#N)[C@H]2SCC(=C(N2C1=O)C(=O)O)CSc3nnnn3C
Standard InChI InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15 ...
Download InChI
Standard InChI Key SNBUBQHDYVFSQF-HIFRSBDPSA-N

Sources

  • AstraZeneca Deposited Data
  • DrugMatrix
  • 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


CHEMBL1201195

Molecule Features

CHEMBL1201195 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:N 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
Colorectal NeoplasmsD015179EFO:0004142colorectal neoplasm3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov CEFMETAZOLE
The Cochrane Collaboration CEFMETAZOLE

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 CHEMBL1201195. 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 1.000
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.999
CHEMBL2219 Protein-tyrosine phosphatase LC-PTP Homo sapiens 0.887
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.873
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.773
CHEMBL5747 CREB-binding protein Homo sapiens 0.719
CHEMBL4143 Calpain 2 Sus scrofa 0.592
CHEMBL5956 Beta-lactamase SHV-1 Escherichia coli 0.275
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.274



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4114 Beta-lactamase Staphylococcus aureus 1.000
CHEMBL3499 Beta-lactamase class C Enterobacter cloacae 0.997
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.938
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.888
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.830
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.431
CHEMBL4372 Anthrax lethal factor Bacillus anthracis 0.331
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.312

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
471.6 471.0453 -0.73 9 163.33 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
12 2 1 12 2 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.65 .67 -.62 -4.33 1 30 0.2

Structural Alerts

There are 7 structural alerts for CHEMBL1201195. 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
J01DC09 - cefmetazole

ChemSpider ChemSpider:SNBUBQHDYVFSQF-HIFRSBDPSA-N
PubChem SID: 90341375
Wikipedia Cefmetazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201195



ACToR 56796-20-4
BindingDB 50350471
Brenda 153383 13156 154367
ChEBI 3489
DrugBank DB00274
DrugCentral 539
eMolecules 31587579 36752375
EPA CompTox Dashboard DTXSID7022756
FDA SRS 3J962UJT8H
Human Metabolome Database HMDB0014419
IBM Patent System 438637261FA2A56619047BC5E2494132
KEGG Ligand C08103
LINCS LSM-5594
MolPort MolPort-005-934-200
Nikkaji J14.542D
PDBe 4KO
PharmGKB PA164746819
PubChem 42008
PubChem: Thomson Pharma 15479323
SureChEMBL SCHEMBL147832
ZINC ZINC000003830417

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