TMC

1-[4-HYDROXY-5-(HYDROXYMETHYL)BICYCLO[3.1.0]HEX-2-YL]-5-METHYLPYRIMIDINE-2,4(1H,3H)-DIONE


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Chemical Component Summary

Name1-[4-HYDROXY-5-(HYDROXYMETHYL)BICYCLO[3.1.0]HEX-2-YL]-5-METHYLPYRIMIDINE-2,4(1H,3H)-DIONE
Synonyms(N)-METHANOCARBA-THYMIDINE
Identifiers1-[(1R,2S,4S,5S)-2-hydroxy-1-(hydroxymethyl)-4-bicyclo[3.1.0]hexanyl]-5-methyl-pyrimidine-2,4-dione
FormulaC12 H16 N2 O4
Molecular Weight252.266
TypeNON-POLYMER
Isomeric SMILESCC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@]3([C@@H]2C3)CO)O
InChIInChI=1S/C12H16N2O4/c1-6-4-14(11(18)13-10(6)17)8-2-9(16)12(5-15)3-7(8)12/h4,7-9,15-16H,2-3,5H2,1H3,(H,13,17,18)/t7-,8+,9+,12+/m1/s1
InChIKeyNOWRLNPOENZFHP-ARHDFHRDSA-N

Chemical Details

Formal Charge0
Atom Count34
Chiral Atom Count4
Bond Count36
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB17805 
NameNorth-methanocarbathymidine
Groups investigational
Synonyms
  • 2,4(1h,3h)-pyrimidinedione, 1-((1s,2s,4s,5r)-4-hydroxy-5-(hydroxymethyl)bicyclo(3.1.0)hex-2-yl)-5-methyl-
  • N-methanocarbathymidine
  • 2,4(1h,3h)-pyrimidinedione, 1-(4-hydroxy-5-(hydroxymethyl)bicyclo(3.1.0)hex-2-yl)-5-methyl-, (1s-(1.alpha.,2.alpha.,4.beta.,5.alpha.))-
  • 1-((1s,2s,4s,5r)-4-hydroxy-5-(hydroxymethyl)bicyclo(3.1.0)hex-2-yl)-5-methyl-2,4(1h,3h)-pyrimidinedione
  • North-methanocarbathymidine
Categories
  • Deoxyribonucleosides
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleosides
  • Pyrimidine Nucleosides
  • Pyrimidines
CAS number156126-12-4

Related Resource References

Resource NameReference
PubChem 445212
ChEMBL CHEMBL146673
ChEBI CHEBI:46026
CCDC/CSD LETJEZ