Compound ID | 369

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Tacapenem

Synonym(s): R-95867  |  R95867  |  R 95867

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Description: Oral carbapenem; highly stable to beta-lactamases
Institute where first reported: Sankyo, Japan
Year first mentioned: 1996
Highest development stage: Phase 2
Development status: Inactive
Chemical structure(s):
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Molecular weight: 326.37
Iso. SMILES: C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@@H]3CC(=O)NC3)C(=O)O)[C@@H](C)O
InChI Key: CTEFNVKDRWMZSL-CTNSIQBBSA-N
Can. SMILES: C[C@@H]1[C@@H]2[C@@H]([C@@H](C)O)C(=O)N2C(=C1S[C@@H]3CC(=O)NC3)C(=O)O
InChI: InChI=1S/C14H18N2O5S/c1-5-10-9(6(2)17)13(19)16(10)11(14(20)21)12(5)22-7-3-8(18)15-4-7/h5-7,9-10,17H,3-4H2,1-2H3,(H,15,18)(H,20,21)/t5-,6-,7-,9-,10-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/73302
Guide to Pharmacology: tacapenem
Citations:
  • http://jac.oxfordjournals.org/content/42/4/427
  • https://academic.oup.com/jac/article/45/3/357/835936?searchresult=1

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