TIZ

(1R)-1-[4-(AMINOCARBONYL)-1,3-THIAZOL-2-YL]-1,4-ANHYDRO-D-RIBITOL

Created: 2007-03-08
Last modified:  2021-03-01

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Chemical Details

Formal Charge0
Atom Count29
Chiral Atom Count0
Bond Count30
Aromatic Bond Count0
2D diagram of TIZ

Chemical Component Summary

Name(1R)-1-[4-(AMINOCARBONYL)-1,3-THIAZOL-2-YL]-1,4-ANHYDRO-D-RIBITOL
SynonymsTIAZOFURIN
Systematic Name (OpenEye OEToolkits)2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide
FormulaC9 H12 N2 O5 S
Molecular Weight260.267
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(c1nc(sc1)C2OC(C(O)C2O)CO)N
SMILESCACTVS3.341NC(=O)c1csc(n1)[CH]2O[CH](CO)[CH](O)[CH]2O
SMILESOpenEye OEToolkits1.5.0c1c(nc(s1)C2C(C(C(O2)CO)O)O)C(=O)N
Canonical SMILESCACTVS3.341 NC(=O)c1csc(n1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
Canonical SMILESOpenEye OEToolkits1.5.0 c1c(nc(s1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)C(=O)N
InChIInChI1.03 InChI=1S/C9H12N2O5S/c10-8(15)3-2-17-9(11-3)7-6(14)5(13)4(1-12)16-7/h2,4-7,12-14H,1H2,(H2,10,15)/t4-,5-,6-,7-/m1/s1
InChIKeyInChI1.03 FVRDYQYEVDDKCR-DBRKOABJSA-N

Drug Info: DrugBank

DrugBank IDDB13243 
NameTiazofurine
Groups experimental
DescriptionTiazofurine has potential clinical use in cancer treatment as it is a potential inhibitor of Inosine- 5’-monophosphate (IMP) dehydrogenase [A174991].
Synonyms
  • 2-Beta-D-ribofuranosyl-4-thiazolecarboxamide
  • Tiazofurinum
  • 2-(β-D-ribofuranosyl)-4-thiazolecarboxamide
  • Tiazofurine
  • TCAR
Categories
  • Antimetabolites
  • Antineoplastic Agents
  • Antineoplastic and Immunomodulating Agents
  • Noxae
  • Nucleic Acids, Nucleotides, and Nucleosides
ATC-CodeL01XX18
CAS number60084-10-8

Related Resource References

Resource NameReference
PubChem 457954
ChEMBL CHEMBL108358
ChEBI CHEBI:90239
CCDC/CSD BOBNEL10