Aztreonam
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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
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL158 |
| Name | Aztreonam |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 5742832 |
| ChEBI | CHEBI:161680 |
| ATC | J01DF01 |
| Molecular formula | C13H17N5O8S2 |
| Molecular weight | 435.4 |
| InChIKey | WZPBZJONDBGPKJ-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):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| P97697 | 8.4 | Potency | 4 | nM | CHEMBL_ACT_4856719 |
| Q07806 | 5.48 | IC50 | 3340 | nM | CHEMBL_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).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| pneumonia | 4 | MONDO:0005249 | EFO:0003106 |
| urinary tract infection | 4 | MONDO:0100338 | EFO:0003103 |
| pyelonephritis | 4 | MONDO:0006939 | EFO:1001141 |
| bacterial infectious disease | 4 | MONDO:0005113 | EFO:0000771 |
| cystic fibrosis | 4 | MONDO:0009061 | MONDO:0009061 |
| skin disorder | 3 | MONDO:0005093 | EFO:0000701 |
| gonorrhea | 2 | MONDO:0004277 | DOID:7551 |
| gram-negative bacterial infections | 2 | MONDO:0021678 | MONDO:0021678 |
| kidney failure | 1 | MONDO:0001106 | HP:0000083 |
| non-small cell lung carcinoma | 1 | MONDO:0005233 | EFO:0003060 |
| osteomyelitis | 0 | MONDO:0005246 | EFO: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
| Phase | Trials |
|---|---|
| PHASE3 | 6 |
| PHASE4 | 4 |
| PHASE1 | 3 |
| PHASE2/PHASE3 | 2 |
| PHASE2 | 2 |
| PHASE1/PHASE2 | 1 |
| Not specified | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT07004049 | PHASE4 | RECRUITING | Optimising TREATment for Severe Gram-Negative Bacterial Infections |
| NCT01659866 | PHASE4 | COMPLETED | Antibiotic Prophylaxis for Transrectal Prostate Biopsy |
| NCT02894684 | PHASE4 | COMPLETED | Aztreonam for Inhalation Solution (AZLI) for the Treatment of Exacerbations of Cystic Fibrosis |
| NCT03158116 | PHASE4 | TERMINATED | The Use of Inhaled Aztreonam in Children With a Tracheostomy Tube and Pseudomonas |
| NCT01499277 | PHASE3 | COMPLETED | Evaluation of Ceftaroline Fosamil Versus Vancomycin Plus Aztreonam in the Treatment of Patients With Skin Infections |
| NCT01811732 | PHASE3 | COMPLETED | Delafloxacin Versus Vancomycin and Aztreonam for the Treatment of Acute Bacterial Skin and Skin Structure Infections |
| NCT01984684 | PHASE3 | COMPLETED | Delafloxacin vs Vancomycin and Aztreonam for the Treatment of Acute Bacterial Skin and Skin Structure Infections |
| NCT02202135 | PHASE3 | TERMINATED | Evaluation of Ceftaroline Fosamil vs Vancomycin Plus Aztreonam in the Treatment of Patients With Skin Infections. |
| NCT02276482 | PHASE3 | COMPLETED | Study of Tedizolid Phosphate in Adolescents With Complicated Skin and Soft Tissue Infection (cSSTI) (MK-1986-012) |
| NCT03137173 | PHASE3 | COMPLETED | Ceftobiprole in the Treatment of Patients With Acute Bacterial Skin and Skin Structure Infections |
| NCT03867734 | PHASE2/PHASE3 | COMPLETED | Aztreonam for Pharyngeal Gonorrhea |
| NCT07113574 | PHASE2/PHASE3 | COMPLETED | Pharmacokinetics of Meropenem and Aztreonam After Intraperitoneal Administration Via Cycler-therapy in APD Patients Without Peritonitis |
| NCT00633152 | PHASE2 | COMPLETED | Efficacy and Safety of Ceftaroline Versus Linezolid in Subjects With Complicated Skin and Skin Structure Infections |
| NCT02730793 | PHASE2 | TERMINATED | Aztreonam Aerosol to Treat Cystic Fibrosis Nasal Disease |
| NCT03978091 | PHASE1/PHASE2 | COMPLETED | A Trial to Evaluate the Pharmacokinetics and Safety of AVYCAZ(R) in Combination With Aztreonam |
| NCT05777603 | PHASE1 | RECRUITING | Study of Aerosolized Antibiotics and Pembrolizumab in Advanced Non-small Cell Lung Cancer |
| NCT01689207 | PHASE1 | COMPLETED | To Investigate the Safety and Tolerability of Aztreonam-Avibactam (ATM-AVI) |
| NCT03376529 | PHASE1 | COMPLETED | Phase 1 Study to Evaluate DDI, PK, Safety, Tolerability of SPR741 |
| NCT07204522 | Not specified | RECRUITING | Efficacy 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.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).