<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 05:46:09 UTC</creation_date>
  <update_date>2026-05-14 16:25:16 UTC</update_date>
  <accession/>
  <common_name>Penciclovir</common_name>
  <class>SmallMolecule</class>
  <description>Penciclovir is an organic compound with the formula C10H15N5O3 and an average molecular weight of 253.26 g/mol. Penciclovir belongs to the purines and purine derivatives, a subclass of imidazopyrimidines within the organic compounds.

This compound is recorded as being found in or released from healthcare, pharmaceuticals, and veterinary products, specifically within the categories of antivirals and chemotherapeutics. The recorded route of exposure is topical. Penciclovir interacts with three protein targets: Thymidine kinase (TK), Thymidine kinase, cytosolic (TK1), and the DNA polymerase catalytic subunit, for which it acts as an inducer or inhibitor.</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C10H15N5O3</chemical_formula>
  <average_molecular_weight>253.2578</average_molecular_weight>
  <monisotopic_moleculate_weight>253.117489371</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>39809-25-1</cas_registry_number>
  <smiles>NC1=NC(=O)C2=C(N1)N(CCC(CO)CO)C=N2</smiles>
  <inchi>InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)</inchi>
  <inchikey>JNTOCHDNEULJHD-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Imidazopyrimidines</class>
    <sub_class>Purines and purine derivatives</sub_class>
    <direct_parent>Hypoxanthines</direct_parent>
    <alternate_parents>
      <alternative_parent>6-oxopurines</alternative_parent>
      <alternative_parent>Aminopyrimidines and derivatives</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>N-substituted imidazoles</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
      <alternative_parent>Primary amines</alternative_parent>
      <alternative_parent>Pyrimidones</alternative_parent>
      <alternative_parent>Vinylogous amides</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>6-oxopurine</substituent>
      <substituent>Alcohol</substituent>
      <substituent>Amine</substituent>
      <substituent>Aminopyrimidine</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Azole</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Hypoxanthine</substituent>
      <substituent>Imidazole</substituent>
      <substituent>N-substituted imidazole</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Primary amine</substituent>
      <substituent>Pyrimidine</substituent>
      <substituent>Pyrimidone</substituent>
      <substituent>Vinylogous amide</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>2-aminopurines</descriptor>
      <descriptor>propane-1,3-diols</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Penciclovir Action Pathway</name>
      <smpdb_id>SMP0125883</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Famciclovir Action Pathway</name>
      <smpdb_id>SMP0125885</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Penciclovir Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0142759</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>-1.5</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>253.2578</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>253.117489371</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>NC1=NC(=O)C2=C(N1)N(CCC(CO)CO)C=N2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C10H15N5O3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>JNTOCHDNEULJHD-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3bd2a73720&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00299</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>4725</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>4563</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
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  <chebi_id/>
  <biocyc_id/>
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  <wikipidia/>
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