Chemical Component Summary

NamePYRIDINE-2-CARBOXYLIC ACID
SynonymsPICOLINIC ACID
Identifierspyridine-2-carboxylic acid
FormulaC6 H5 N O2
Molecular Weight123.109
TypeNON-POLYMER
Isomeric SMILESc1ccnc(c1)C(=O)O
InChIInChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9)
InChIKeySIOXPEMLGUPBBT-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count14
Chiral Atom Count0
Bond Count14
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB05483 
NamePicolinic acid
Groups investigational
DescriptionPCL-016 or Picolinic acid drug substance is a pyridine carboxylate metabolite of tryptophan. It acts as an anti-infective and immunomodulator and is produced in approximately 25-50 mg quantities by the body on a daily basis through the breakdown of tryptophan. PCL-016 plays a key role in zinc transport. As a therapeutic agent, the molecule works by binding to zinc finger proteins (ZFPs) in a way that changes their structures and disrupts zinc binding, inhibiting function. ZFPs are involved in viral replication and packaging as well as normal cell homeostatic functions. Picolinic acid has been shown to be an anti-viral in vitro and in vivo, and sometimes works in conjunction with other cytokines such as interferon gamma to affect immune responses. Acne vulgaris, herpes and other viral infections therefore pose potential therapeutic targets of PCL-016.
Synonyms
  • 2-Carboxypyridine
  • Acide picolique
  • Picolinic acid
IndicationInvestigated for use/treatment in acne, herpes labialis infections (cold sores), and venereal disease.
Categories
  • Chelating Agents
  • Compounds used in a research, industrial, or household setting
  • Iron Chelating Agents
  • Pyridines
  • Sequestering Agents
CAS number98-98-6

Drug Targets

NameTarget SequencePharmacological ActionActions
E3 ubiquitin-protein ligase UBR4MATSGGEEAAAAAPAPGTPATGADTTPGWEVAVRPLLSASYSAFEMKELP...unknown
Zinc finger Y-chromosomal proteinMDEDEFELQPQEPNSFFDGIGADATHMDGDQIVVEIQEAVFVSNIVDSDI...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL72628
PubChem 1018
ChEMBL CHEMBL72628
ChEBI CHEBI:28747
CCDC/CSD UBUFIJ, PAQMIG, MOMVIV01, MOMVIV, NAFZAY