Aztreonam

drug
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Also known as AzactamAzonamAztreonNebactamNSC-646279NSC-758913PrimbactamSO 26776SQ 26776SQ-26776AzetreonamAzteonamSID11112852Aztreonam (Z-isomer)

Summary

Aztreonam (CHEMBL158) is an approved small-molecule EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitor (ATC J01DF01); indicated across 14 conditions including pneumonia and urinary tract infection.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: J01DF01
  • Indications: 14 conditions
  • Clinical trials: 19
  • Chemistry: 435.4 Da · C13H17N5O8S2

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL158
NameAztreonam
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID5742832
ChEBICHEBI:161680
ATCJ01DF01
Molecular formulaC13H17N5O8S2
Molecular weight435.4
InChIKeyWZPBZJONDBGPKJ-VEHQQRBSSA-N

SMILES: C[C@H]1[C@@H](C(=O)N1S(=O)(=O)O)NC(=O)/C(=N\OC(C)(C)C(=O)O)/C2=CSC(=N2)N

IUPAC name: 2-[(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethylidene]amino]oxy-2-methylpropanoic acid

ChEBI definition: A synthetic monocyclic β-lactam antibiotic (monobactam), used primarily to treat infections caused by Gram-negative bacteria. It inhibits mucopeptide synthesis in the bacterial cell wall, thereby blocking peptidoglycan crosslinking.

Pharmacological roles (ChEBI): EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitor, antibacterial drug, drug allergen.

Also known as: Azactam, Azonam, Aztreon, Aztreonam, Nebactam, NSC-646279, NSC-758913, Primbactam, SO 26776, SQ 26776, SQ-26776, aztreonam

Parent form; salt/anhydrous children: CHEMBL3833340

Patent coverage: 9,228 distinct patent families (34,706 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Broader ChEMBL bioactivity targets: 4 (assay-derived). Sample: Ubiquitin carboxyl-terminal hydrolase 2, Inositol monophosphatase 1, Estrogen receptor, Penicillin-binding protein 1A.

Bioactivity

ChEMBL activities: 2 potent at pChembl ≥ 5 of 4 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
P976978.4Potency4nMCHEMBL_ACT_4856719
Q078065.48IC503340nMCHEMBL_ACT_14651892

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

14 indications (7 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
pneumonia4MONDO:0005249EFO:0003106
urinary tract infection4MONDO:0100338EFO:0003103
pyelonephritis4MONDO:0006939EFO:1001141
bacterial infectious disease4MONDO:0005113EFO:0000771
cystic fibrosis4MONDO:0009061MONDO:0009061
skin disorder3MONDO:0005093EFO:0000701
gonorrhea2MONDO:0004277DOID:7551
gram-negative bacterial infections2MONDO:0021678MONDO:0021678
kidney failure1MONDO:0001106HP:0000083
non-small cell lung carcinoma1MONDO:0005233EFO:0003060
osteomyelitis0MONDO:0005246EFO:0003102

3 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 19.

Phase distribution

PhaseTrials
PHASE36
PHASE44
PHASE13
PHASE2/PHASE32
PHASE22
PHASE1/PHASE21
Not specified1

Top trials by phase / activity

NCTPhaseStatusTitle
NCT07004049PHASE4RECRUITINGOptimising TREATment for Severe Gram-Negative Bacterial Infections
NCT01659866PHASE4COMPLETEDAntibiotic Prophylaxis for Transrectal Prostate Biopsy
NCT02894684PHASE4COMPLETEDAztreonam for Inhalation Solution (AZLI) for the Treatment of Exacerbations of Cystic Fibrosis
NCT03158116PHASE4TERMINATEDThe Use of Inhaled Aztreonam in Children With a Tracheostomy Tube and Pseudomonas
NCT01499277PHASE3COMPLETEDEvaluation of Ceftaroline Fosamil Versus Vancomycin Plus Aztreonam in the Treatment of Patients With Skin Infections
NCT01811732PHASE3COMPLETEDDelafloxacin Versus Vancomycin and Aztreonam for the Treatment of Acute Bacterial Skin and Skin Structure Infections
NCT01984684PHASE3COMPLETEDDelafloxacin vs Vancomycin and Aztreonam for the Treatment of Acute Bacterial Skin and Skin Structure Infections
NCT02202135PHASE3TERMINATEDEvaluation of Ceftaroline Fosamil vs Vancomycin Plus Aztreonam in the Treatment of Patients With Skin Infections.
NCT02276482PHASE3COMPLETEDStudy of Tedizolid Phosphate in Adolescents With Complicated Skin and Soft Tissue Infection (cSSTI) (MK-1986-012)
NCT03137173PHASE3COMPLETEDCeftobiprole in the Treatment of Patients With Acute Bacterial Skin and Skin Structure Infections
NCT03867734PHASE2/PHASE3COMPLETEDAztreonam for Pharyngeal Gonorrhea
NCT07113574PHASE2/PHASE3COMPLETEDPharmacokinetics of Meropenem and Aztreonam After Intraperitoneal Administration Via Cycler-therapy in APD Patients Without Peritonitis
NCT00633152PHASE2COMPLETEDEfficacy and Safety of Ceftaroline Versus Linezolid in Subjects With Complicated Skin and Skin Structure Infections
NCT02730793PHASE2TERMINATEDAztreonam Aerosol to Treat Cystic Fibrosis Nasal Disease
NCT03978091PHASE1/PHASE2COMPLETEDA Trial to Evaluate the Pharmacokinetics and Safety of AVYCAZ(R) in Combination With Aztreonam
NCT05777603PHASE1RECRUITINGStudy of Aerosolized Antibiotics and Pembrolizumab in Advanced Non-small Cell Lung Cancer
NCT01689207PHASE1COMPLETEDTo Investigate the Safety and Tolerability of Aztreonam-Avibactam (ATM-AVI)
NCT03376529PHASE1COMPLETEDPhase 1 Study to Evaluate DDI, PK, Safety, Tolerability of SPR741
NCT07204522Not specifiedRECRUITINGEfficacy of Empirical Anti-Infective Therapy in Neutropenic Febrile Patients.

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).