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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL777
CHEMBL777
Compound Name CLAVULANIC ACID
ChEMBL Synonyms BRL 14151 | Clavulanic Acid | Clavulanate | BRL 14151K | CLAVULANATE POTASSIUM
Max Phase 4 (Approved)
Trade Names
Molecular Formula C8H9NO5

Additional synonyms for CHEMBL777 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC\C=C\1/O[C@@H]2CC(=O)N2[C@H]1C(=O)O
Standard InChI InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6- ...
Download InChI
Standard InChI Key HZZVJAQRINQKSD-PBFISZAISA-N

Sources

  • BindingDB Database
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL777

Molecule Features

CHEMBL777 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial beta-lactamase TEM inhibitor Bacterial beta-lactamase TEM ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AsthmaD001249EFO:0000270asthma2ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
Otitis MediaD010033EFO:0004992Otitis media4ClinicalTrials
DailyMed
ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis2ClinicalTrials
ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence1ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia2ClinicalTrials
Helicobacter InfectionsD0164813ClinicalTrials
Periapical PeriodontitisD010485EFO:1001391Periapical Periodontitis2ClinicalTrials
ClinicalTrials
ObesityD009765EFO:0001073obesity1ClinicalTrials
Bronchitis, ChronicD029481EFO:0006505chronic bronchitis3ClinicalTrials
Pneumonia, BacterialD018410EFO:1001272bacterial pneumonia2ClinicalTrials
SepsisD018805HP:0100806sepsis1ClinicalTrials
ClinicalTrials
SinusitisD012852EFO:0007486sinusitis4DailyMed
InfectionD007239EFO:0000544infection4DailyMed
ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials
Tuberculosis, PulmonaryD014397EFO:1000049pulmonary tuberculosis2ClinicalTrials
Enterobacteriaceae InfectionsD004756EFO:1001313Enterobacteriaceae Infections3ClinicalTrials
ClinicalTrials
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection4ClinicalTrials
DailyMed
Respiratory Tract InfectionsD0121414DailyMed
Soft Tissue InfectionsD0184614DailyMed

Clinical Data

ClinicalTrials.gov CLAVULANIC ACID
The Cochrane Collaboration CLAVULANIC ACID

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 CHEMBL777. 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
CHEMBL5956 Beta-lactamase SHV-1 Escherichia coli 1.000
CHEMBL2065 Beta-lactamase TEM Escherichia coli 1.000
CHEMBL2725 Beta-lactamase Enterobacter cloacae 1.000
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.970

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5956 Beta-lactamase SHV-1 Escherichia coli 1.000
CHEMBL2725 Beta-lactamase Enterobacter cloacae 1.000
CHEMBL2065 Beta-lactamase TEM Escherichia coli 1.000
CHEMBL4114 Beta-lactamase Staphylococcus aureus 1.000
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.904

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
199.2 199.0481 -1.1 2 87.07 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.68 - -.32 -3.73 0 14 0.55

Structural Alerts

There are 3 structural alerts for CHEMBL777. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:HZZVJAQRINQKSD-PBFISZAISA-N
DailyMed clavulanate potassium
Wikipedia Clavulanic_acid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL777



ACToR 58001-44-8
BindingDB 50021959
Brenda 1004 6886
ChEBI 48947
DrugBank DB00766
DrugCentral 669
EPA CompTox Dashboard DTXSID2022830
FDA SRS 23521W1S24
Human Metabolome Database HMDB0014904
KEGG Ligand C06662
Metabolights MTBLC48947
Nikkaji J14.640D J1.018.185B
PDBe J01
PharmGKB PA164742987
PubChem 5280980
PubChem: Thomson Pharma 15120937 15171670
SureChEMBL SCHEMBL6093
ZINC ZINC000003830569

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