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COCONUT Compound

Apparicine

CNP0292943.4 · C18H20N2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameApparicine
IUPAC Name(13~{R},14~{E})-14-ethylidene-12-methylene-1,10-diazatetracyclo[11.2.2.0^{3,11}.0^{4,9}]heptadeca-3(11),4,6,8-tetraene
COCONUT IDCNP0292943.4
InChIKeyLCVACABZTLIWCE-SUSILRQXSA-N
InChIInChI=1S/C18H20N2/c1-3-13-10-20-9-8-14(13)12(2)18-16(11-20)15-6-4-5-7-17(15)19-18/h3-7,14,19H,2,8-11H2,1H3/b13-3-/t14-/m0/s1
SMILESC=C1C2=C(CN3CC[C@@H]1/C(=C\C)C3)C1=CC=CC=C1N2

Properties

Molecular FormulaC18H20N2
Molecular Weight264.37
Exact Mass264.16265
Log P (ALogP)3.96
TPSA19.03
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds0
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.71
NP-likeness1.84

Classification

NP PathwayAlkaloids
NP SuperclassTryptophan alkaloids
NP ClassCorynanthe type
Chemical SuperclassAlkaloids and derivatives
Chemical ClassVallesaman alkaloids
Chemical SubclassVallesaman alkaloids

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus” in COCONUT

References (31)

  1. 10.1002/CHIN.200306189
  2. 10.1002/CHIN.200334196
  3. 10.1002/HLCA.201300136
  4. 10.1007/BF00937795
  5. 10.1016/0031-9422(74)85127-7
  6. 10.1016/0031-9422(86)80013-9
  7. 10.1016/0031-9422(90)87124-D
  8. 10.1016/0031-9422(91)80111-D
  9. 10.1016/0031-9422(91)84254-P
  10. 10.1016/0031-9422(95)00266-A
  11. 10.1016/S0031-9422(00)83488-3
  12. 10.1016/S0031-9422(00)85330-3
  13. 10.1021/JA01043A042
  14. 10.1021/NP060344O
  15. 10.1021/NP070655E
  16. 10.1021/NP50046A049
  17. 10.1021/NP50078A010
  18. 10.1021/NP50101A001
  19. 10.1039/B301167D
  20. 10.1055/S-2006-957393
  21. 10.1055/S-2006-961912
  22. 10.1055/S-2006-962620
  23. 10.1055/S-2007-969691
  24. 10.1055/S-2007-969710
  25. 10.1071/CH9751813
  26. 10.1071/ch9751813
  27. 10.1211/0022357991777092
  28. 10.1515/ZNC-1986-0402
  29. 10.1590/S0100-40422007000400037
  30. 10.20959/WJPPS20178-9647
  31. 10.3987/COM-16-13626

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.