<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4794</id>
  <title>T3D4739</title>
  <common-name>Imipenem</common-name>
  <description>Semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains. It is stable to beta-lactamases. Clinical studies have demonstrated high efficacy in the treatment of infections of various body systems. Its effectiveness is enhanced when it is administered in combination with cilastatin, a renal dipeptidase inhibitor. </description>
  <cas>74431-23-5</cas>
  <pubchem-id>104838</pubchem-id>
  <chemical-formula>C12H17N3O4S</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point nil="true"/>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>1E+004 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Imipenem is not effectively absorbed from the gastrointestinal tract and therefore must be administered parenterally.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Imipenem acts as an antimicrobial through the inhibition of cell wall synthesis of various gram-positive and gram-negative bacteria. This inhibition of cell wall synthesis in gram-negative bateria is attained by binding to pencillin binding proteins (PBPs). In E. coli and selected strains of P. aeruginosa, imipenem has shown to have the highest affinity to PBP-2, PBP-1a, and PBP-1b. This preferential binding to PBP-2 and PBP-1b results in the direct conversion of the individual cell to a spheroblast, which leads to rapid cell lysis and death without filament formation.</mechanism-of-toxicity>
  <metabolism>Renal.Half Life: 1 hour</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the treatment of bacterial infections caused by susceptible bacteria.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T05:14:11Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:56Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Imipenem</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id>471744</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB01598</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@](C)(O)[C@@]1([H])C(=O)N2C(C(O)=O)=C(C[C@]12[H])SCCNC=N</moldb-smiles>
  <moldb-formula>C12H17N3O4S</moldb-formula>
  <moldb-inchi>InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1</moldb-inchi>
  <moldb-inchikey>InChIKey=ZSKVGTPCRGIANV-ZXFLCMHBSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">299.346</moldb-average-mass>
  <moldb-mono-mass type="decimal">299.093976737</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL148</chembl-id>
  <chemspider-id>94631</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Maurizio Zenoni, &amp;#8220;Imipenem production process.&amp;#8221; U.S. Patent US20020095034, issued July 18, 2002.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
