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COCONUT Compound

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one

CNP0502634.2 · C10H12N4O5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
IUPAC Name9-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3~{H}-purin-6-one
COCONUT IDCNP0502634.2
InChIKeyUGQMRVRMYYASKQ-KQYNXXCUSA-N
InChIInChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1
SMILESO=C1N=CNC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Properties

Molecular FormulaC10H12N4O5
Molecular Weight268.23
Exact Mass268.08077
Log P (ALogP)-2.27
TPSA133.49
H-Bond Donors / Acceptors4 / 8
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.48
NP-likeness1.17

Classification

NP PathwayCarbohydrates
NP SuperclassNucleosides
NP ClassPurine nucleos(t)ides
Chemical SuperclassNucleosides, nucleotides, and analogues
Chemical ClassPurine nucleosides
Chemical SubclassPurine nucleosides

Reported in GR-MAPs Plants

Oryza sativa as “Oryza sativa” in COCONUT

References (28)

  1. 10.1002/HLCA.201000423
  2. 10.1002/JCCS.200000026
  3. 10.1002/JLAC.198819880615
  4. 10.1002/JSSC.200900866
  5. 10.1007/978-3-642-48618-0_9
  6. 10.1007/S10600-007-0166-2
  7. 10.1007/S11306-015-0840-5
  8. 10.1007/S11306-016-1051-4
  9. 10.1007/S11745-001-0704-X
  10. 10.1016/0041-0101(89)90038-X
  11. 10.1016/S0031-9422(01)00216-3
  12. 10.1021/JF061404Z
  13. 10.1021/JF070082B
  14. 10.1021/JM031092G
  15. 10.1021/NP50060A041
  16. 10.1021/NP50070A042
  17. 10.1021/NP50100A023
  18. 10.1021/NP970358H
  19. 10.1038/MSB.2011.65
  20. 10.1038/NBT.2488
  21. 10.1038/S41587-019-0335-4
  22. 10.1055/S-1999-14055
  23. 10.1080/00021369.1974.10861170
  24. 10.1080/00032719.2000.10399495
  25. 10.1186/1471-2164-13-36
  26. 10.1248/CPB.34.1716
  27. 10.3389/FMOLB.2018.00096
  28. 10.3390/MOLECULES16031917

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.