tazobactam   Click here for help

GtoPdb Ligand ID: 10789

Synonyms: CXA-201 | CXA201 | YTR 830 | YTR 830H | Zerbaxa® (ceftolozane + tazobactam)
Compound class: Synthetic organic
Comment: Tazobactam (CXA-201) is a β-lactamase inhibitor with antibacterial activity [1]. It is used alongside β-lactam-containing antibiotics to reduce their lactamase-induced degradation. Chemically tazobactam is a penicillin derivative, that binds as an irreversible inhibitor of β-lactamase.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 130.84
Molecular weight 300.05
XLogP -2.12
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)[C@@H]1N2C(=O)C[C@H]2S(=O)(=O)[C@@]1(C)Cn1ccnn1
Isomeric SMILES OC(=O)[C@@H]1N2C(=O)C[C@H]2S(=O)(=O)[C@@]1(C)Cn1ccnn1
InChI 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
InChI Key LPQZKKCYTLCDGQ-WEDXCCLWSA-N
Classification Click here for help
Compound class Synthetic organic
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6340 tazobactam
Synonyms Click here for help
CXA-201 | CXA201 | YTR 830 | YTR 830H | Zerbaxa® (ceftolozane + tazobactam)
Database Links Click here for help
BindingDB Ligand 50053173
ChEMBL Ligand CHEMBL404
DrugCentral Ligand 2572
GtoPdb PubChem SID 405560230
PubChem CID 123630
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