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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1435
CHEMBL1435
Compound Name CEFAZOLIN
ChEMBL Synonyms CEFAZOLIN | 46083 | Cephazolin | Zolicef | CEFAZOLIN SODIUM | KEFZOL | SK&F 41558 | Cefazil | SK&F-41558 | CEPHAZOLIN | ANCEF
Max Phase 4 (Approved)
Trade Names KEFZOL | Zolicef | Cefazil | Cephazolin | CEFAZOLIN SODIUM | ANCEF
Molecular Formula C14H14N8O4S3

Additional synonyms for CHEMBL1435 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1nnc(SCC2=C(N3[C@H](SC2)[C@H](NC(=O)Cn4cnnn4)C3=O)C(=O)O)s ...
Download SMILES
Standard InChI InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11 ...
Download InChI
Standard InChI Key MLYYVTUWGNIJIB-BXKDBHETSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1435

Molecule Features

CHEMBL1435 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 PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis3ClinicalTrials
Arrhythmias, CardiacD001145EFO:0004269cardiac arrhythmia3ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
Staphylococcal InfectionsD013203EFO:0005681Staphylococcus aureus infection3ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials
Communicable DiseasesD003141EFO:0005741infectious disease3ClinicalTrials
Laryngeal NeoplasmsD007822EFO:0003817laryngeal neoplasm3ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease3ClinicalTrials
EndocarditisD004696EFO:0000465endocarditis4DailyMed
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CellulitisD002481EFO:0003035cellulitis3ClinicalTrials
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BacteremiaD016470EFO:0003033bacteriemia3ClinicalTrials
Fractures, BoneD050723EFO:0003931bone fracture2ClinicalTrials
Hernia, InguinalD006552HP:0000023Inguinal hernia3ClinicalTrials
ProstatitisD011472EFO:0003830prostatitis4DailyMed
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SepsisD018805HP:0100806sepsis4DailyMed
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Clinical Data

ClinicalTrials.gov CEFAZOLIN
The Cochrane Collaboration CEFAZOLIN

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 CHEMBL1435. 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
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.991
CHEMBL2219 Protein-tyrosine phosphatase LC-PTP Homo sapiens 0.976
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.975
CHEMBL5514 Huntingtin Homo sapiens 0.951
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.950
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.948
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.921
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.855
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.841
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.827
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.713
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.645
CHEMBL2756 Monoamine oxidase B Bos taurus 0.419
CHEMBL2392 DNA polymerase beta Homo sapiens 0.401
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.257



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.995
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.985
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.947
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.852
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.842
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.833
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.786
CHEMBL5514 Huntingtin Homo sapiens 0.590
CHEMBL2392 DNA polymerase beta Homo sapiens 0.458
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.433
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.378
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.259
CHEMBL1293255 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens 0.208
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.204

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
454.5 454.03 -0.64 7 156.09 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
2.6 .45 -.7 -4.41 2 29 0.41

Structural Alerts

There are 3 structural alerts for CHEMBL1435. 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
J01DB04 - cefazolin

ChemSpider ChemSpider:MLYYVTUWGNIJIB-BXKDBHETSA-N
DailyMed cefazolin sodium
PubChem SID: 144205244 SID: 170465254 SID: 29215418 SID: 47193754 SID: 90340701
Wikipedia Cefazolin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1435



ACToR 25953-19-9
BindingDB 50370587
Brenda 154366 1488 153382
ChEBI 474053
ChemicalBook CB3396249
DrugBank DB01327
DrugCentral 530
EPA CompTox Dashboard DTXSID2022753
FDA SRS IHS69L0Y4T
Human Metabolome Database HMDB0015422
IBM Patent System 625C0EC8454B6CB1127C2EB6C19A55C7
KEGG Ligand C06880
LINCS LSM-34744
Mcule MCULE-6391244021
MolPort MolPort-002-507-461
Nikkaji J17.146H
PubChem 33255
PubChem: Thomson Pharma 14833488 15008581
SureChEMBL SCHEMBL2841
ZINC ZINC000003830405

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