ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL403
CHEMBL403
Compound Name SULBACTAM
ChEMBL Synonyms SULBACTAM BENZATHINE | CP-45899 | CP-45899-2 | CP-45,899-2 | SULBACTAM | SULBACTAM SODIUM | CP-45,899-99
Max Phase 4 (Approved)
Trade Names
Molecular Formula C8H11NO5S

Additional synonyms for CHEMBL403 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1(C)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(=O)O
Standard InChI InChI=1S/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/ ...
Download InChI
Standard InChI Key FKENQMMABCRJMK-RITPCOANSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • DrugMatrix
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL403

Molecule Features

CHEMBL403 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:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Kidney CalculiD007669EFO:0003845kidney stone3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
Pneumonia, BacterialD018410EFO:1001272bacterial pneumonia3ClinicalTrials
Cleft PalateD002972HP:0000175cleft palate2ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials

Clinical Data

ClinicalTrials.gov SULBACTAM
The Cochrane Collaboration SULBACTAM

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 CHEMBL403. 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 1.000
CHEMBL2725 Beta-lactamase Enterobacter cloacae 1.000
CHEMBL5956 Beta-lactamase SHV-1 Escherichia coli 1.000
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 1.000
CHEMBL2407 Elastase 2A Sus scrofa 0.331
CHEMBL3807 T-cell protein-tyrosine phosphatase Homo sapiens 0.300



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2065 Beta-lactamase TEM Escherichia coli 1.000
CHEMBL2725 Beta-lactamase Enterobacter cloacae 1.000
CHEMBL4114 Beta-lactamase Staphylococcus aureus 1.000
CHEMBL5956 Beta-lactamase SHV-1 Escherichia coli 1.000
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 1.000
CHEMBL4840 Beta-lactamase type II Bacteroides fragilis 0.997
CHEMBL3499 Beta-lactamase class C Enterobacter cloacae 0.944
CHEMBL2407 Elastase 2A Sus scrofa 0.546

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
233.2 233.0358 -0.79 1 91.75 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 6 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.62 - .39 -3.33 0 15 0.6

Structural Alerts

There are 3 structural alerts for CHEMBL403. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01C - BETA-LACTAM ANTIBACTERIALS, PENICILLINS
J01CG - Beta-lactamase inhibitors
J01CG01 - sulbactam

ChemSpider ChemSpider:FKENQMMABCRJMK-RITPCOANSA-N
DailyMed sulbactam sodium
PubChem SID: 144207191 SID: 170465248 SID: 47193857
Wikipedia Sulbactam

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL403



ACToR 68373-14-8
BindingDB 50021954
Brenda 1420 105742
ChEBI 9321
ChemicalBook CB1419201
DrugBank DB09324
DrugCentral 2492
eMolecules 2735250
EPA CompTox Dashboard DTXSID1023605
FDA SRS S4TF6I2330
IBM Patent System F6DCE6AE88EF566F3A11D6D1CCFCE7AF
KEGG Ligand C07770
LINCS LSM-5553
Mcule MCULE-8384465258
MolPort MolPort-002-499-832
Nikkaji J689.013J J19.104C
PDBe 0RN
PubChem 130313
PubChem: Thomson Pharma 14847263 15121712
Selleck sulbactam
SureChEMBL SCHEMBL47781
ZINC ZINC000000897244

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