PM6

9H-purine-6-thiol


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Chemical Component Summary

Name9H-purine-6-thiol
Synonyms6-Mercaptopurine
Identifiers9H-purine-6-thiol
FormulaC5 H4 N4 S
Molecular Weight152.177
TypeNON-POLYMER
Isomeric SMILESc1[nH]c2c(n1)c(ncn2)S
InChIInChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
InChIKeyGLVAUDGFNGKCSF-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count14
Chiral Atom Count0
Bond Count15
Aromatic Bond Count10

Drug Info: DrugBank

DrugBank IDDB01033 
NameMercaptopurine
Groups approved
DescriptionAn antimetabolite antineoplastic agent with immunosuppressant properties. It interferes with nucleic acid synthesis by inhibiting purine metabolism and is used, usually in combination with other drugs, in the treatment of or in remission maintenance programs for leukemia.
Synonyms
  • 6-MP
  • 1,9-DIHYDRO-6H-PURINE-6-THIONE
  • Mercaptopurinum
  • Mercapurin
  • 6 MP
Brand Names
  • Mercaptopurine Tablets USP
  • Xaluprine
  • Purinethol
  • Mercaptopurine
  • Purixan
IndicationFor remission induction and maintenance therapy of acute lymphatic leukemia.
Categories
  • Antimetabolites
  • Antineoplastic Agents
  • Antineoplastic and Immunomodulating Agents
  • Drugs for Obstructive Airway Diseases
  • Enzyme Inhibitors
ATC-Code
  • L01BB02
  • R03DA20
CAS number50-44-2

Drug Targets

NameTarget SequencePharmacological ActionActions
Hypoxanthine-guanine phosphoribosyltransferaseMATRSPGVVISDDEPGYDLDLFCIPNHYAEDLERVFIPHGLIMDRTERLA...unknowninhibitor
AmidophosphoribosyltransferaseMELEELGIREECGVFGCIASGEWPTQLDVPHVITLGLVGLQHRGQESAGI...unknowninhibitor
Inosine-5'-monophosphate dehydrogenaseMADYLISGGTGYVPEDGLTAQQLFASADGLTYNDFLILPGFIDFIADEVD...unknowninhibitor
Aldehyde oxidaseMDRASELLFYVNGRKVIEKNVDPETMLLPYLRKKLRLTGTKYGCGGGGCG...unknownsubstrate
Thiopurine S-methyltransferaseMDGTRTSLDIEEYSDTEVQKNQVLTLEEWQDKWVNGKTAFHQEQGHQLLK...unknownsubstrate
View More
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 CHEMBL1425
PubChem 667490, 4071
ChEMBL CHEMBL1425
ChEBI CHEBI:94796, CHEBI:50667, CHEBI:2208
CCDC/CSD QECHOV03, MERPUM04, QECHOV01, MERPUM03, EJEVIA, QECHOV02, QECHOV, GEQROL, RAKSIG, GEQRIF, UPABEV