Compound ID | 1956

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Imipenem/funobactam

Synonym(s): XNW4107

Class: Beta-lactamase inhibitor (non-beta-lactam beta-lactamase inhibitor, diazabicyclooctane [DBO])

Details of activity: DBOs bind reversibly to the beta-lactamase in the active site, inhibits class A, C, D beta-lactamases. No intrinsic antibacterial activity
Combined with other compounds: Yes
Description: Synthetic compound. In clinical development in fixed combination with imipenem/cilastatin
Institute where first reported: Suzhou Sinovent Pharmaceuticals
Year first mentioned: 2021
Highest developmental phase: Phase 3
Development status: Active (as of 2024)
Chemical structure(s):
Imipenem
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Molecular weight: 299.35
Iso. SMILES: C[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCN=CN)O
InChI Key: ZSKVGTPCRGIANV-ZXFLCMHBSA-N
Can. SMILES: C[C@H]([C@@H]1[C@H]2CC(=C(C(=O)O)N2C1=O)SCCN=CN)O
InChI: InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1
Funobactam
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Molecular weight: 399.38
Iso. SMILES: C1CC12C[C@H](N3C[C@@H]2N(C3=O)OS(=O)(=O)O)C4=NN=C(O4)[C@@H]5CNC(=N5)N
InChI Key: GRRBXZJDEZJMHA-FXQIFTODSA-N
Can. SMILES: C1CC12C[C@@H](C3=NN=C([C@@H]4CNC(=N4)N)O3)N5C[C@@H]2N(C5=O)OS(=O)(=O)O
InChI: InChI=1S/C13H17N7O6S/c14-11-15-4-6(16-11)9-17-18-10(25-9)7-3-13(1-2-13)8-5-19(7)12(21)20(8)26-27(22,23)24/h6-8H,1-5H2,(H3,14,15,16)(H,22,23,24)/t6-,7-,8-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/158340749
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/104838
Guide to Pharmacology: funobactam
Citation: https://www.sciencedirect.com/science/article/pii/S2213716522001722

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