Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0169)
Drug Name
Aztreonam
Synonyms
Azactam; Azthreonam; Corus 1020; Primbactam; SQ 26776; SQ-26776; Squibb 26776; aztreonam; 2-[[(Z)-[1-(2-Amino-4-thiazolyl)-2-[[(2S,3S)-2-methyl-4-oxo-1-sulfo-3-azetidinyl]amino]-2-oxoethylidene]amino]oxy]-2-methylpropionic Acid; 78110-38-0; CHEBI:161680; CHEMBL158; G2B4VE5GH8; MFCD00072145; NSC646279; UNII-G2B4VE5GH8; [2S-[2alpha,3beta(Z)]]-2-[[[1-(2-Amino-4-thiazolyl)-2-[(2-methyl-4-oxo-1-sulfo-3-azetidinyl)amino]-2-oxoethylidene]amino]oxy]-2-methylpropanoic acid
Indication Cystic fibrosis [ICD11: CA25] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 435.4 Topological Polar Surface Area 238
Heavy Atom Count 28 Rotatable Bond Count 7
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 12
Cross-matching ID
PubChem CID
5742832
PubChem SID
503035 ; 605760 ; 7978752 ; 8142308 ; 10321853 ; 11765528 ; 12013309 ; 14783375 ; 14930214 ; 39538698 ; 47871110 ; 48020413 ; 48244800 ; 48395280 ; 48415600 ; 49698380 ; 50124378 ; 50768269 ; 57365010 ; 85787954 ; 91652037 ; 92125075 ; 92309205 ; 92713785 ; 93166923 ; 103220466 ; 103914334 ; 104098313 ; 104253180 ; 114107021 ; 119526244 ; 121362746 ; 124757300 ; 125164104 ; 126624596 ; 126655874 ; 135692167 ; 136368064 ; 136949096 ; 139813750 ; 143491685 ; 144115675 ; 151979576 ; 152101196 ; 152242936 ; 160871057 ; 162037635 ; 164787753 ; 170496669 ; 174549401
ChEBI ID
ChEBI:2960
CAS Number
78110-38-0
TTD Drug ID
D0F2XV
Formula
C13H17N5O8S2
Canonical SMILES
CC1C(C(=O)N1S(=O)(=O)O)NC(=O)C(=NOC(C)(C)C(=O)O)C2=CSC(=N2)N
InChI
1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1
InChIKey
WZPBZJONDBGPKJ-VEHQQRBSSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
SQ 26,992 DM018069 N. A. Unclear - Unclear 1 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR009909 Aztreonam SQ 26,992 Unclear - Unclear Unclear [5]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-lactamase (blaB) DME1024 Klebsiella variicola
BLA2_KLEPO
3.5.2.6
[2]
Beta-lactamase (blaB) DME1023 Klebsiella pneumoniae
A0A378EHS6_KLEPR
3.5.2.6
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[4]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[4]
Cytochrome P450 3A7 (CYP3A7) DME0015 Homo sapiens
CP3A7_HUMAN
1.14.14.1
[4]
References
1 Aztreonam was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Antibiotic resistance and production of extended-spectrum beta-lactamases amongst Klebsiella spp. from intensive care units in Europe. J Antimicrob Chemother. 1996 Sep;38(3):409-24.
3 Analysis of the drug-resistant characteristics of Klebsiella pneumoniae isolated from the respiratory tract and CTX-M ESBL genes. Genet Mol Res. 2015 Oct 5;14(4):12043-8.
4 Aztreonam decreases hepatic microsomal cytochrome P450 in cynomolgus monkeys. Pharmacology. 1994 Mar;48(3):137-42.
5 Single-dose pharmacokinetics of aztreonam in children with cystic fibrosis

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