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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1599
CHEMBL1599
Compound Name CEPHAPIRIN
ChEMBL Synonyms CEFADYL | Cephapirin | CEFAPIRIN | CEPHAPIRIN BENZATHINE | CEPHAPIRIN SODIUM | SODIUM CEFAPIRIN | BL-P 1322
Max Phase 4 (Approved)
Trade Names CEFADYL | CEPHAPIRIN SODIUM
Molecular Formula C17H17N3O6S2

Additional synonyms for CHEMBL1599 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)CSc3ccncc3)C2=O)C(=O)O
Standard InChI InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16 ...
Download InChI
Standard InChI Key UQLLWWBDSUHNEB-CZUORRHYSA-N

Sources

  • 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


CHEMBL1599

Molecule Features

CHEMBL1599 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 DailyMed ISBN

Clinical Data

ClinicalTrials.gov CEPHAPIRIN
The Cochrane Collaboration CEPHAPIRIN

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 CHEMBL1599. 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
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.976
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.938
CHEMBL2392 DNA polymerase beta Homo sapiens 0.922
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.921
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.901
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.897
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.894
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.851
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.839
CHEMBL5514 Huntingtin Homo sapiens 0.819
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.782
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.414
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.376
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.265



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 1.000
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.991
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.953
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.856
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.770
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.705
CHEMBL3499 Beta-lactamase class C Enterobacter cloacae 0.650
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.592
CHEMBL2392 DNA polymerase beta Homo sapiens 0.329
CHEMBL5514 Huntingtin Homo sapiens 0.289

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
423.5 423.0559 0.48 7 125.9 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 2 0 9 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.67 4.49 -.41 -4.11 1 28 0.37

Structural Alerts

There are 5 structural alerts for CHEMBL1599. 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
J01DB08 - cefapirin

ChemSpider ChemSpider:UQLLWWBDSUHNEB-CZUORRHYSA-N
Wikipedia Cefapirin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1599



ACToR 21593-23-7
BindingDB 50370592
Brenda 204694 4925
ChEBI 554446
DrugBank DB01139
DrugCentral 575
EPA CompTox Dashboard DTXSID9022784
FDA SRS 89B59H32VN
Human Metabolome Database HMDB0015270
IBM Patent System 7467B2EAF9C657DD71D667951164FF2F
KEGG Ligand C06896
MolPort MolPort-006-123-516
Nikkaji J11.255K
PharmGKB PA164749340
PubChem 30699
PubChem: Thomson Pharma 15452100
SureChEMBL SCHEMBL3205
ZINC ZINC000003830511

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