imipenem
(5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Molecular Identity
imipenem
(5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
PubChem CID: 104838
Imipenem is a broad-spectrum, intravenous beta-lactam antibiotic of the carbapenem subgroup. It has a role as an antibacterial drug. It is a member of carbapenems and a beta-lactam antibiotic allergen. It is a tautomer of an imipenem zwitterion.
2D Structure
Properties
C12H17N3O4S
Molecular Formula
299.35
Molecular Weight
g/mol
299.0940
Exact Mass
Da
-0.7
XLogP
Drug-like (Lipinski: < 5)
142
TPSA
May have limited oral absorption
3
H-Bond Donors
6
H-Bond Acceptors
491
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
imipenem64221-86-9ImipemideImipenem anhydrousN-FormimidoylthienamycinImipenemumN-formimidoyl thienamycin(5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acidMK 0787CHEBI:471744Anhydrous Imipenem(5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeureImipenem, AnhydrousMK-0787Q20IM7HE75
Data from PubChem (NCBI)
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