ertapenem   Click here for help

GtoPdb Ligand ID: 10906

Synonyms: Invanz® | L-749345 | MK-0826 | MK-826
Approved drug
ertapenem is an approved drug (FDA (2001), EMA (2002))
Compound class: Synthetic organic
Comment: Ertapenem is a carbapenem and broad-spectrum β-lactam antibiotic.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 181.57
Molecular weight 475.14
XLogP 0.26
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C([C@H]1NC[C@H](C1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C)Nc1cccc(c1)C(=O)O
Isomeric SMILES O=C([C@H]1NC[C@H](C1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C)Nc1cccc(c1)C(=O)O
InChI InChI=1S/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1
InChI Key JUZNIMUFDBIJCM-ANEDZVCMSA-N
References
1. Kaniga K, Flamm R, Tong SY, Lee M, Friedland I, Redman R. (2010)
Worldwide experience with the use of doripenem against extended-spectrum-beta-lactamase-producing and ciprofloxacin-resistant Enterobacteriaceae: analysis of six phase 3 clinical studies.
Antimicrob Agents Chemother, 54 (5): 2119-24. [PMID:20211892]