PZA

PYRAZINE-2-CARBOXAMIDE

Created: 2004-09-06
Last modified:  2021-03-01

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Chemical Details

Formal Charge0
Atom Count14
Chiral Atom Count0
Bond Count14
Aromatic Bond Count6
2D diagram of PZA
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Chemical Component Summary

NamePYRAZINE-2-CARBOXAMIDE
SynonymsPyrazinamide
Systematic Name (OpenEye OEToolkits)pyrazine-2-carboxamide
FormulaC5 H5 N3 O
Molecular Weight123.113
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(N)c1nccnc1
SMILESCACTVS3.341NC(=O)c1cnccn1
SMILESOpenEye OEToolkits1.5.0c1cnc(cn1)C(=O)N
Canonical SMILESCACTVS3.341 NC(=O)c1cnccn1
Canonical SMILESOpenEye OEToolkits1.5.0 c1cnc(cn1)C(=O)N
InChIInChI1.03 InChI=1S/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9)
InChIKeyInChI1.03 IPEHBUMCGVEMRF-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB00339 
NamePyrazinamide
Groups
  • approved
  • investigational
DescriptionA pyrazine that is used therapeutically as an antitubercular agent.
Synonyms
  • Pyrazinamida
  • Pirazinamida
  • Pyrazinamid
  • Pyrazine carboxamide
  • Pyrazinamidum
Brand Names
  • Rifater
  • Pdp-pyrazinamide
  • Pyrazinamide
  • PMS-pyrazinamide
  • Tebrazid
IndicationFor the initial treatment of active tuberculosis in adults and children when combined with other antituberculous agents.
Categories
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antiinfectives for Systemic Use
  • Antimycobacterials
  • Drugs causing inadvertant photosensitivity
ATC-Code
  • J04AK01
  • J04AM06
  • J04AM05
CAS number98-96-4

Drug Targets

NameTarget SequencePharmacological ActionActions
Fatty acid synthetaseMTIHEHDRVSADRGGDSPHTTHALVDRLMAGEPYAVAFGGQGSAWLETLE...unknowninhibitor
Aldehyde oxidaseMDRASELLFYVNGRKVIEKNVDPETMLLPYLRKKLRLTGTKYGCGGGGCG...unknownsubstrate
Xanthine dehydrogenase/oxidaseMTADKLVFFVNGRKVVEKNADPETTLLAYLRRKLGLSGTKLGCGEGGCGA...unknownsubstrate
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
PubChem 1046
ChEMBL CHEMBL614
ChEBI CHEBI:45285
CCDC/CSD MOVYOO, MOVYOO01, EGENIP02, KOVSOF, ACOPUG, KOVSEV, MUDVUE, KOVSAR, IHAWAS, LATTOR01, LATTOR, KUBPEF, ACOPOA, EBONUG, LATTIL, KIJSED, EGENIP, ASAYIC, EGENIP01, HEDRAL, KOVSIZ, ISUQEV
COD 4511295, 4501762, 2105817, 4507721, 4501764