imipenem   Click here for help

GtoPdb Ligand ID: 10821

Synonyms: MK-0787 | MK0787 | Primaxin® (imipenem + cilastatin) | Recarbrio® (imipenem + cilastatin + relebactam).
Approved drug
imipenem is an approved drug (FDA (1985), UK (1988))
Compound class: Synthetic organic
Comment: Imipenem is a broad-spectrum, semi-synthetic, intravenous β-lactam carbapenem derived from thienamycin.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 141.52
Molecular weight 299.09
XLogP -3.02
No. Lipinski's rules broken 0
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Canonical SMILES C[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCN=CN)O
Isomeric SMILES C[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)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
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Summary of Clinical Use Click here for help
Imipenem was first approved by the FDA in November 1985 as a component of fixed-dose combination product Primaxin (imipenem + cilastatin). It is also available in a triple combination with cilastatin and relebactam (Recarbrio).