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COCONUT Compound

3' 5'-cyclic AMP

CNP0325085.4 · C10H12N5O6P · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name3' 5'-cyclic AMP
IUPAC Name(2~{S},4~{a}~{S},6~{R},7~{R},7~{a}~{R})-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4~{a},6,7,7~{a}-tetrahydro-4~{H}-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
COCONUT IDCNP0325085.4
InChIKeyIVOMOUWHDPKRLL-PERBPWGJSA-N
InChIInChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6+,7-,10+/m0/s1
SMILESNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H]2CO[P@](=O)(O)O[C@@H]2[C@H]1O

Properties

Molecular FormulaC10H12N5O6P
Molecular Weight329.21
Exact Mass329.05252
Log P (ALogP)-0.82
TPSA154.84
H-Bond Donors / Acceptors3 / 10
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.57
NP-likeness1.26

Classification

NP PathwayCarbohydrates
NP SuperclassNucleosides
NP ClassPurine nucleos(t)ides
Chemical SuperclassNucleosides, nucleotides, and analogues
Chemical ClassPurine nucleotides
Chemical SubclassCyclic purine nucleotides

Reported in GR-MAPs Plants

Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Daucus carota as “Daucus carota” in COCONUT

References (2)

  1. 10.1007/S10863-012-9445-0
  2. 10.1128/JB.103.3.663-670.1970

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.