PM6

9H-purine-6-thiol

Created: 2007-12-01
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count14
Chiral Atom Count0
Bond Count15
Aromatic Bond Count10
2D diagram of PM6
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Chemical Component Summary

Name9H-purine-6-thiol
Synonyms6-Mercaptopurine
Systematic Name (OpenEye OEToolkits)9H-purine-6-thiol
FormulaC5 H4 N4 S
Molecular Weight152.177
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04n2c1c(ncn1)c(nc2)S
SMILESCACTVS3.341Sc1ncnc2[nH]cnc12
SMILESOpenEye OEToolkits1.5.0c1[nH]c2c(n1)c(ncn2)S
Canonical SMILESCACTVS3.341 Sc1ncnc2[nH]cnc12
Canonical SMILESOpenEye OEToolkits1.5.0 c1[nH]c2c(n1)c(ncn2)S
InChIInChI1.03 InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
InChIKeyInChI1.03 GLVAUDGFNGKCSF-UHFFFAOYSA-N

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
  • Mercaptopurina
  • 6-Mercaptopurine
  • Mercapurin
  • Mercaptopurinum
  • 6-Thioxopurine
Brand Names
  • Purinethol
  • Xaluprine
  • Mercaptopurine
  • Mercaptopurine Tablets USP
  • 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
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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 4071, 667490
ChEMBL CHEMBL1425
ChEBI CHEBI:94796, CHEBI:2208, CHEBI:50667
CCDC/CSD QECHOV03, MERPUM04, QECHOV01, MERPUM03, EJEVIA, QECHOV02, QECHOV, GEQROL, RAKSIG, GEQRIF, UPABEV