General Information of Drug (ID: DR2453)
Drug Name
Tazobactam
Synonyms
Tazobactam (JAN/USAN/INN); YTR-830H; YTR830H; Piprataz (TN); (2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4; (2S,3S,5R)-3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide; CL-298741; CL298741; TAZ
Indication Pseudomonas infection [ICD11: 1G40] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 300.29 Topological Polar Surface Area 131
Heavy Atom Count 20 Rotatable Bond Count 3
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
123630
PubChem SID
9973 ; 584542 ; 604755 ; 7847726 ; 7890688 ; 7980730 ; 10240806 ; 14751709 ; 16012340 ; 29303858 ; 46508088 ; 48416593 ; 50192512 ; 90444495 ; 92711477 ; 93166370 ; 103163870 ; 103949887 ; 104418948 ; 126630815 ; 126657306 ; 131329684 ; 134338202 ; 135693792 ; 135841765 ; 137248595 ; 137981849 ; 152100220 ; 160964843 ; 162009787 ; 164196449 ; 175267759 ; 175607558 ; 177749299 ; 179316265 ; 184544899 ; 184816524 ; 196106439 ; 198993457 ; 223438269 ; 223554784 ; 223684636 ; 223703155 ; 224294474 ; 226493626 ; 241152814 ; 249868384 ; 251912318 ; 251916632 ; 252074045
ChEBI ID
CHEBI:9421
CAS Number
89786-04-9
TTD Drug ID
D0QQ7D
Formula
C10H12N4O5S
Canonical SMILES
CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)O)CN3C=CN=N3
InChI
1S/C10H12N4O5S/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19/h2-3,7-8H,4-5H2,1H3,(H,16,17)/t7-,8+,10+/m1/s1
InChIKey
LPQZKKCYTLCDGQ-WEDXCCLWSA-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
Tazobactam metabolite M1 DM000462 N. A. Hydrolysis - Hydrolysis 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002350 Tazobactam Tazobactam metabolite M1 Hydrolysis - Hydrolysis Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-lactamase (blaB) DME1231 Serratia marcescens
AMPC_SERMA
3.5.2.6
[2]
Beta-lactamase (blaB) DME1226 Klebsiella oxytoca
BLO1_KLEOX
3.5.2.6
[3]
References
1 Tazobactam was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Determination of the antibiotic resistance rates of Serratia marcescens isolates obtained from various clinical specimens. Niger J Clin Pract. 2019 Jan;22(1):125-130.
3 Characterization of piperacillin/tazobactam-resistant klebsiella oxytoca recovered from a nosocomial outbreak. PLoS One. 2015 Nov 5;10(11):e0142366.
4 Pharmacokinetics, safety, and tolerability of ceftolozane/tazobactam in healthy Japanese, Chinese, and white subjects Fundam Clin Pharmacol. 2016 Dec;30(6):625-633. doi: 10.1111/fcp.12227.

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