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 antibacterials 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