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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1146
CHEMBL1146
Compound Name CEFAMANDOLE
ChEMBL Synonyms COMPOUND 83405 | CEFAMANDOLE SODIUM | CEFAMANDOLE | CEPHAMANDOLE
Max Phase 4 (Approved)
Trade Names
Molecular Formula C18H18N6O5S2

Additional synonyms for CHEMBL1146 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cn1nnnc1SCC2=C(N3[C@H](SC2)[C@H](NC(=O)[C@H](O)c4ccccc4)C3=O ...
Download SMILES
Standard InChI InChI=1S/C18H18N6O5S2/c1-23-18(20-21-22-23)31-8-10-7-30-16-1 ...
Download InChI
Standard InChI Key OLVCFLKTBJRLHI-AXAPSJFSSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1146

Molecule Features

CHEMBL1146 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials

Clinical Data

ClinicalTrials.gov CEFAMANDOLE
The Cochrane Collaboration CEFAMANDOLE

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 CHEMBL1146. 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
CHEMBL2219 Protein-tyrosine phosphatase LC-PTP Homo sapiens 0.988
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.460
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.363

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4143 Calpain 2 Sus scrofa 0.584
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.464
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.379
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.352

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
462.5 462.078 -0.23 7 150.54 ACID


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.62 .67 -.04 -3.75 2 31 0.37

Structural Alerts

There are 3 structural alerts for CHEMBL1146. 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
J01DC03 - cefamandole

ChemSpider ChemSpider:OLVCFLKTBJRLHI-AXAPSJFSSA-N
Wikipedia Cefamandole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1146



ACToR 34444-01-4
BindingDB 50350468
Brenda 105658 5305
ChEBI 3480
DrugBank DB01326
DrugCentral 527
EPA CompTox Dashboard DTXSID7022750
FDA SRS 5CKP8C2LLI
Human Metabolome Database HMDB0015421
IBM Patent System 441FB13E9E0E082EC5D3283BD76B727E
KEGG Ligand C06879
Mcule MCULE-1930936987
MolPort MolPort-005-933-283
Nikkaji J17.432G
PDBe SMX
PharmGKB PA448837
PubChem 456255
PubChem: Drugs of the Future 81044354
PubChem: Thomson Pharma 15331577 14833916
SureChEMBL SCHEMBL37287
ZINC ZINC000003830394

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