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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H14N4O5S
Molecular Weight 314.318
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Enmetazobactam

SMILES

C[N+]1=NN(C[C@@]2(C)[C@@H](N3[C@@H](CC3=O)S2(=O)=O)C([O-])=O)C=C1

InChI

InChIKey=HFZITXBUTWITPT-YWVKMMECSA-N
InChI=1S/C11H14N4O5S/c1-11(6-14-4-3-13(2)12-14)9(10(17)18)15-7(16)5-8(15)21(11,19)20/h3-4,8-9H,5-6H2,1-2H3/t8-,9+,11+/m1/s1

HIDE SMILES / InChI

Molecular Formula C11H14N4O5S
Molecular Weight 314.318
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Tue Apr 01 17:02:21 GMT 2025
Edited
by admin
on Tue Apr 01 17:02:21 GMT 2025
Record UNII
80VUN7L00C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AAI-101
Preferred Name English
Enmetazobactam
USAN   INN  
Official Name English
EXBLIFEP COMPONENT ENMETAZOBACTAM
Brand Name English
OCID-5090
Code English
ENMETAZOBACTAM [USAN]
Common Name English
(2S,3S,5R)-3-METHYL-3-((3-METHYLTRIAZOL-3-IUM-1-YL)METHYL)-4,4,7-TRIOXO-4^6-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLATE
Systematic Name English
Enmetazobactam [WHO-DD]
Common Name English
1H-1,2,3-Triazolium, 3-[[(2S,3S,5R)-2-carboxy-3-methyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-3-yl]methyl]-1-methyl-, inner salt
Systematic Name English
enmetazobactam [INN]
Common Name English
Code System Code Type Description
NCI_THESAURUS
C171696
Created by admin on Tue Apr 01 17:02:21 GMT 2025 , Edited by admin on Tue Apr 01 17:02:21 GMT 2025
PRIMARY
PUBCHEM
23653540
Created by admin on Tue Apr 01 17:02:21 GMT 2025 , Edited by admin on Tue Apr 01 17:02:21 GMT 2025
PRIMARY
SMS_ID
300000010200
Created by admin on Tue Apr 01 17:02:21 GMT 2025 , Edited by admin on Tue Apr 01 17:02:21 GMT 2025
PRIMARY
FDA UNII
80VUN7L00C
Created by admin on Tue Apr 01 17:02:21 GMT 2025 , Edited by admin on Tue Apr 01 17:02:21 GMT 2025
PRIMARY
CAS
1001404-83-6
Created by admin on Tue Apr 01 17:02:21 GMT 2025 , Edited by admin on Tue Apr 01 17:02:21 GMT 2025
PRIMARY
USAN
MN-141
Created by admin on Tue Apr 01 17:02:21 GMT 2025 , Edited by admin on Tue Apr 01 17:02:21 GMT 2025
PRIMARY
INN
10913
Created by admin on Tue Apr 01 17:02:21 GMT 2025 , Edited by admin on Tue Apr 01 17:02:21 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY
We evaluated the in vitro potency of cefepime combined with AAI101, a novel extended-spectrum .BETA.-lactamase inhibitor, against a population of clinical Escherichia coli and Klebsiella pneumoniae collected from USA hospitals. Of the 223 cefepime non-susceptible isolates, 95% were ceftazidime non-susceptible, 49% ertapenem non-susceptible, 57% piperacillin/tazobactam non-susceptible, 90% were multidrug-resistant (resistant to 3 drug classes), 22% produced carbapenemases, and 67% produced ESBLs. Addition of AAI101 restored the activity of cefepime such that the MIC50 was reduced from >64 mg/L for cefepime to 0.13 mg/L for cefepime/AAI101, supporting its continued development treatment for infections caused by these organisms.