Compound ID | 2880

Update compound information

Cefepime + Tazobactam

Synonym(s): WCK 4282

Class: Beta-lactam + beta-lactamase inhibitor

Spectrum of activity: Gram-negative
Details of activity: Active against penicillinase-, cephalosporinase-, and ESBL-producing Gram-negatives
Combined with other compounds: Yes
Description: For patients with complicated urinary tract infection, hospital- and -ventilation acquired bacterial pneumoniae, and complicated intraabdominal infection; designed for intravenous administration
Institute where first reported: Wockhardt
Year first mentioned: 2018
Highest developmental phase: Phase 3 (NCT03630081)
Development status: Active as of 2024
Chemical structure(s):
Cefepime
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Molecular weight: 480.56
Iso. SMILES: C[N+]1(CCCC1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)[O-]
InChI Key: HVFLCNVBZFFHBT-ZKDACBOMSA-N
Can. SMILES: C[N+]1(CCCC1)CC2=C(C(=O)[O-])N3C(=O)[C@H]([C@H]3SC2)NC(=O)/C(=N\OC)/C4=CSC(=N4)N
InChI: InChI=1S/C19H24N6O5S2/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29)/b23-12-/t13-,17-/m1/s1
Tazobactam
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Molecular weight: 300.29
Iso. SMILES: C[C@@]1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)CN3C=CN=N3
InChI Key: LPQZKKCYTLCDGQ-WEDXCCLWSA-N
Can. SMILES: C[C@]1(CN2C=CN=N2)[C@H](C(=O)O)N3C(=O)C[C@H]3S1(=O)=O
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/123630
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5479537
Citations:
  • https://journals.asm.org/doi/10.1128/aac.02193-20?url_ver=Z39.88-2003&rfr_id=ori%3Arid%3Acrossref.org&rfr_dat=cr_pub++0pubmed
  • https://www.sciencedirect.com/science/article/pii/S1201971222000303

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