<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2905</id>
  <title>T3D2863</title>
  <common-name>Amprenavir</common-name>
  <description>Amprenavir is only found in individuals that have used or taken this drug. It is a protease inhibitor used to treat HIV infection.Amprenavir inhibits the HIV viral proteinase enzyme which prevents cleavage of the gag-pol polyprotein, resulting in noninfectious, immature viral particles.</description>
  <cas>161814-49-9</cas>
  <pubchem-id>65016</pubchem-id>
  <chemical-formula>C25H35N3O6S</chemical-formula>
  <weight>505.224660</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>4.91e-02 g/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Rapidly absorbed after oral administration in HIV-1-infected patients with a time to peak concentration (T&lt;sub&gt;max&lt;/sub&gt;) typically between 1 and 2 hours after a single oral dose. The absolute oral bioavailability of amprenavir in humans has not been established.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Amprenavir inhibits the HIV viral proteinase enzyme which prevents cleavage of the gag-pol polyprotein, resulting in noninfectious, immature viral particles.</mechanism-of-toxicity>
  <metabolism>Hepatic. Amprenavir is metabolized in the liver by the cytochrome P450 3A4 (CYP3A4) enzyme system. The 2 major metabolites result from oxidation of the tetrahydrofuran and aniline moieties. Glucuronide conjugates of oxidized metabolites have been identified as minor metabolites in urine and feces.Half Life: 7.1-10.6 hours</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 HIV-1 infection in combination with other antiretroviral agents.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms></symptoms>
  <treatment>If overdosage occurs, the patient should be monitored for evidence of toxicity and standard supportive treatment applied as necessary. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:27:27Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:52Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Amprenavir</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C08086</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>2684</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Amprenavir</stitch-id>
  <drugbank-id>DB00701</drugbank-id>
  <pdb-id>478</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@@](O)(CN(CC(C)C)S(=O)(=O)C1=CC=C(N)C=C1)[C@]([H])(CC1=CC=CC=C1)N=C(O)O[C@@]1([H])CCOC1</moldb-smiles>
  <moldb-formula>C25H35N3O6S</moldb-formula>
  <moldb-inchi>InChI=1S/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1</moldb-inchi>
  <moldb-inchikey>InChIKey=YMARZQAQMVYCKC-OEMFJLHTSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">505.627</moldb-average-mass>
  <moldb-mono-mass type="decimal">505.224656557</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB14839</hmdb-id>
  <chembl-id>CHEMBL116</chembl-id>
  <chemspider-id>58532</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;&lt;a href="http://www.drugsyn.org/Amprenavir.htm"&gt;DrugSyn.org&lt;/a&gt;&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
