doripenem

Doripenem (Doribax, Finibax) is an antibiotic drug in the carbapenem class. It is a beta-lactam antibiotic drug able to kill Pseudomonas aeruginosa.

Chemical data

Formula: C15H24N4O6S2
Molecular weight: 420.5 g/mol
IUPAC name: (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
SMILES: C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)CNS(=O)(=O)N)C(=O)O)[C@@H](C)O
InChIKey: AVAACINZEOAHHE-VFZPANTDSA-N
XLogP: -3.4
Polar surface area: 196 Å²
H-bond donors: 5
H-bond acceptors: 10
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2007
Admin. routes: parenteral
Indications: urinary tract infection, pyelonephritis, pneumonia, ventilator-associated pneumonia

via ChEMBL · EBI

Research

869 papers

Doripenem.2006
Doripenem.Clinical infectious diseases : an official publication of the Infectious Diseases Society of America · 2009
Doripenem.Drugs of today (Barcelona, Spain : 1998) · 2006
Doripenem.2012
Doripenem in the Treatment of Patients with Nosocomial Pneumonia: A Meta-Analysis.Journal of clinical medicine · 2022

via PubMed

Wikidata facts

Subclass of: carbapenem antibiotic
Mass: 420.113727
Has use: medication

Show 5 more facts

chemical formula: C₁₅H₂₄N₄O₆S₂
canonical SMILES: CC1C2C(C(=O)N2C(=C1SC3CC(NC3)CNS(=O)(=O)N)C(=O)O)C(C)O
isomeric SMILES: C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)CNS(=O)(=O)N)C(=O)O)[C@@H](C)O
subject has role: enzyme inhibitor
Commons category: Doripenem

Sources (4)

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Encyclopedic overview

12 sections

Contents

Chemistry and pharmacology
Physicochemical properties
Adverse effects
Resistance
Pharmacokinetics
Distribution
Metabolism
Excretion
Society and culture
Regulatory and marketing
References
Further reading

Doripenem (Doribax, Finibax) is an antibiotic drug in the carbapenem class. It is a beta-lactam antibiotic drug able to kill Pseudomonas aeruginosa.

Doripenem can be used for bacterial infections such as: complex abdominal infections, pneumonia within the setting of a hospital, and complicated infections of the urinary tract including kidney infections with sepsis.

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

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