ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL158
CHEMBL158
Compound Name AZTREONAM
ChEMBL Synonyms SO 26776 | AZTREONAM LYSINE | CAYSTON | SQ-26776 | Corus 1020 | AZTREONAM | Azactam
Max Phase 4 (Approved)
Trade Names AZACTAM | CAYSTON | AZTREONAM
Molecular Formula C13H17N5O8S2

Additional synonyms for CHEMBL158 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@H]1[C@H](NC(=O)\C(=N/OC(C)(C)C(=O)O)\c2csc(N)n2)C(=O)N1S ...
Download SMILES
Standard InChI InChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19) ...
Download InChI
Standard InChI Key WZPBZJONDBGPKJ-VEHQQRBSSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL158

Molecule Features

CHEMBL158 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cystic FibrosisD003550Orphanet:586Cystic fibrosis3ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Skin DiseasesD012871EFO:0000701skin disease3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis2ClinicalTrials
PyelonephritisD011704EFO:1001141pyelonephritis4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
InfectionD007239EFO:0000544infection3ClinicalTrials
SepsisD018805HP:0100806sepsis4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov AZTREONAM
The Cochrane Collaboration AZTREONAM

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 CHEMBL158. 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
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.972

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.999

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
435.4 435.0519 -1.17 7 201.58 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
10 4 0 13 5 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
-.24 1.34 .49 -4.32 1 28 0.17

Structural Alerts

There are 17 structural alerts for CHEMBL158. 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
J01DF - Monobactams
J01DF01 - aztreonam

ChemSpider ChemSpider:WZPBZJONDBGPKJ-VEHQQRBSSA-N
DailyMed aztreonam
Wikipedia Aztreonam

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL158



BindingDB 50240480
Brenda 1487
ChEBI 161680
ChemicalBook CB0386184
DrugBank DB00355
DrugCentral 279
eMolecules 17497503
FDA SRS G2B4VE5GH8
Human Metabolome Database HMDB0014499
MolPort MolPort-003-886-345
Nikkaji J306.677K J20.598B
PubChem 5742832 9568617
PubChem: Drugs of the Future 12013309
PubChem: Thomson Pharma 14930214 14783375
Selleck Aztreonam(Azactam)
SureChEMBL SCHEMBL37511
ZINC ZINC000003830264

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