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Substance Name: Doripenem [USAN:INN]
RN: 148016-81-3
UNII: BHV525JOBH
InChIKey: AVAACINZEOAHHE-VFZPANTDSA-N

Note

  • A carbapenem derivative antibacterial agent that is more stable to renal dehydropeptidase I than IMIPENEM, but does not need to be given with an enzyme inhibitor such as CILASTATIN. It is used in the treatment of infections such as HOSPITAL-ACQUIRED PNEUMONIA, and complicated intra-abdominal or urinary-tract infections, including PYELONEPHRITIS.

Molecular Formula

  • C15-H24-N4-O6-S2

Molecular Weight

  • 420.5086
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Antibiotic
  • Carbapenem

Names and Synonyms

Name of Substance

  • Doripenem [USAN:INN]

MeSH Heading

  • Doripenem

Synonyms

  • (+)-(4R,5S,6S)-6-((1R)-1-Hydroxyethyl)-4-methyl-7-oxo-3-(((3S,5S)-5-((sulfamoylamino)methyl)-3-pyrrolidinyl)thio)-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid
  • Doribax
  • Doripenem
  • Finibax
  • S 4661
  • S-4661
  • UNII-BHV525JOBH

Systematic Names

  • 1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-(((3S,5S)-5-(((aminosulfonyl)amino)methyl)-3-pyrrolidinyl)thio)-6-((1R)-1-hydroxyethyl)-4-methyl-7-oxo-, (4R,5S,6S)-
  • 1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-((5-(((aminosulfonyl)amino)methyl)-3-pyrrolidinyl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-, (4R-(3(3S*,5S*),4alpha,5beta,6beta(R*)))-
  • Doripenem

Registry Numbers

CAS Registry Number

  • 148016-81-3

FDA UNII

  • BHV525JOBH

System Generated Number

  • 0148016813

Structure Descriptors

InChI

InChI=1S/C15H24N4O6S2/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25)/t6-,7-,8+,9+,10-,11-/m1/s1

InChIKey

AVAACINZEOAHHE-VFZPANTDSA-N

Smiles

C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(=C(N2C1=O)C(=O)O)S[C@@H]3CN[C@H](CNS(=O)(=O)N)C3