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cefluprenam

Structure via PubChem · Public domain (PubChem)

EntityQ5057232· pop 6· linked from 2 articles

cefluprenam

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Cefluprenam is a fourth generation cephalosporin. It was patented in 2008 by now defunct Cubist Pharmaceuticals. A 1997 clinical trial illustrated that Cefluprenam is highly effective against bacterial pneumonia.

Chemical data

Formula
C20H25FN8O6S2
Molecular weight
556.6 g/mol
IUPAC name
(6R,7R)-3-[(E)-3-[(2-amino-2-oxoethyl)-ethyl-methylazaniumyl]prop-1-enyl]-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(fluoromethoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
SMILES
CC[N+](C)(C/C=C/C1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OCF)/C3=NSC(=N3)N)SC1)C(=O)[O-])CC(=O)N
InChIKey
XAKKNLNAJBNLPC-MAYKBZFQSA-N
XLogP
0.8
Polar surface area
260 Ų
H-bond donors
3
H-bond acceptors
13
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
556.132
Show 3 more facts
chemical formula
C₂₀H₂₅FN₈O₆S₂
canonical SMILES
CC[N+](C)(CC=CC1=C(N2C(C(C2=O)NC(=O)C(=NOCF)C3=NSC(=N3)N)SC1)C(=O)[O-])CC(=O)N
isomeric SMILES
CC[N+](C)(C/C=C/C1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OCF)/C3=NSC(=N3)N)SC1)C(=O)[O-])CC(=O)N
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

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Contents
  • References

Cefluprenam is a fourth generation cephalosporin. It was patented in 2008 by now defunct Cubist Pharmaceuticals. A 1997 clinical trial illustrated that Cefluprenam is highly effective against bacterial pneumonia.

==References==

Excerpted from Wikipedia’s “cefluprenam” article, available under the CC BY-SA 4.0 licence.

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