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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL617
CHEMBL617
Compound Name CEPHALOTHIN
ChEMBL Synonyms CEPHALOTHIN | CEFALOTIN SODIUM | 38253 | Toricelocin | KEFLIN | Averon | Seffin | Cephalothin | CEPHALOTHIN SODIUM | SEFFIN | Synclotin | CEFALOTIN | Cefalotin
Max Phase 4 (Approved)
Trade Names CEPHALOTHIN SODIUM | SEFFIN | Synclotin | CEPHALOTHIN | Cefalotin | Averon | KEFLIN | Toricelocin
Molecular Formula C16H16N2O6S2

Additional synonyms for CHEMBL617 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)Cc3cccs3)C2=O)C(=O)O
Standard InChI InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15) ...
Download InChI
Standard InChI Key XIURVHNZVLADCM-IUODEOHRSA-N

Sources

  • British National Formulary
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • 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


CHEMBL617

Molecule Features

CHEMBL617 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:Discontinued

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov CEPHALOTHIN
The Cochrane Collaboration CEPHALOTHIN

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 CHEMBL617. 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
CHEMBL2219 Protein-tyrosine phosphatase LC-PTP Homo sapiens 1.000
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.756
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.630
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.607
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.521
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.463
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.399
CHEMBL2392 DNA polymerase beta Homo sapiens 0.262
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.228



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2725 Beta-lactamase Enterobacter cloacae 1.000
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 1.000
CHEMBL1993 DNA (cytosine-5)-methyltransferase 1 Homo sapiens 0.995
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.729
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.725
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.438
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.393
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.338
CHEMBL3499 Beta-lactamase class C Enterobacter cloacae 0.326
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.243
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.237
CHEMBL2392 DNA polymerase beta Homo sapiens 0.217

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
396.5 396.045 0.59 6 113.01 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 2 0 8 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.68 - .09 -3.62 1 26 0.53

Structural Alerts

There are 5 structural alerts for CHEMBL617. 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
J01DB - First-generation cephalosporins
J01DB03 - cefalotin

ChemSpider ChemSpider:XIURVHNZVLADCM-IUODEOHRSA-N
PubChem SID: 144205132 SID: 170465101 SID: 29215241 SID: 47193756 SID: 90341219
Wikipedia Cefalotin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL617



ACToR 153-61-7
Atlas cephalothin
BindingDB 82898
Brenda 3122 3926 7661 354 19396
ChEBI 124991
ChemicalBook CB52130371
DrugBank DB00456
DrugCentral 574
eMolecules 3715792
EPA CompTox Dashboard DTXSID4022783
FDA SRS R72LW146E6
Guide to Pharmacology 8798
Human Metabolome Database HMDB0014599
IBM Patent System 4683F111338A963BB0693A14FA94DB1A
KEGG Ligand C07761
LINCS LSM-15184
Mcule MCULE-4381582862
MolPort MolPort-002-515-763
Nikkaji J3.273E
PDBe CLS
PharmGKB PA448886
PubChem 6024
PubChem: Thomson Pharma 14781066 16794138
SureChEMBL SCHEMBL2990 SCHEMBL20477170
ZINC ZINC000003830507

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