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Lenapenem

Lenapenem structure

Lenapenem 

structure
  • CAS No:

    149951-16-6

  • Formula:

    C18H29N3O5S

  • Chemical Name:

    Lenapenem

  • Synonyms:

    1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,6-[(1R)-1-hydroxyethyl]-3-[[(3S,5S)-5-[(1R)-1-hydroxy-3-(methylamino)propyl]-3-pyrrolidinyl]thio]-4-methyl-7-oxo-,(4R,5S,6S)-;1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,6-(1-hydroxyethyl)-3-[[5-[1-hydroxy-3-(methylamino)propyl]-3-pyrrolidinyl]thio]-4-methyl-7-oxo-,[4R-[3[3S*,5S*(R*)],4α,5β,6β(R*)]]-;(4R,5S,6S)-6-[(1R)-1-Hydroxyethyl]-3-[[(3S,5S)-5-[(1R)-1-hydroxy-3-(methylamino)propyl]-3-pyrrolidinyl]thio]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid;Lenapenem

Description

Lenapenem is a broad-spectrum, carbapenem antibiotic with bactericidal activity. Lenapenem binds to penicillin binding proteins (PBPs) located on the bacterial cell wall, thereby inhibiting the final transpeptidation step in the synthesis of peptidoglycan, an essential component of the bacterial cell wall. This inhibition weakens the bacterial cell wall and leads to lytic cell death in a wide range of Gram-positive and Gram-negative aerobic and anaerobic pathogens.

Lenapenem Basic Attributes

399.5 g/mol

399.51

D6NBQ3H12U

C81662

Characteristics

147 Ų

Drug Information

6-(1-hydroxyethyl)-2-(5-(1-hydroxy-3-N-methylaminopropyl)pyrrolidin-3-ylthio)1-methyl-1-carbapen-2-em-3-carboxylic acid hydrochloride hydrate

Computed Properties

Molecular Weight:399.5
XLogP3:-2.5
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:8
Exact Mass:399.18279221
Monoisotopic Mass:399.18279221
Topological Polar Surface Area:147
Heavy Atom Count:27
Complexity:643
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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