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COCONUT Compound

Aristolactam BII

CNP0233631.0 · C17H13NO3 · View on COCONUT ↗

2D Structure

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Identifiers

NameAristolactam BII
IUPAC Name14,15-dimethoxy-10-azatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(15),2,4,6,8,12(16),13-heptaen-11-one
COCONUT IDCNP0233631.0
CAS53948-09-7
InChIKeyYHQIYHDLBZXUON-UHFFFAOYSA-N
InChIInChI=1S/C17H13NO3/c1-20-13-8-11-14-12(18-17(11)19)7-9-5-3-4-6-10(9)15(14)16(13)21-2/h3-8H,1-2H3,(H,18,19)
SMILESCOC1=CC2=C3C(=CC4=CC=CC=C4C3=C1OC)NC2=O

Properties

Molecular FormulaC17H13NO3
Molecular Weight279.30
Exact Mass279.08954
Log P (ALogP)3.58
TPSA47.56
H-Bond Donors / Acceptors1 / 3
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.73
NP-likeness0.81

Classification

NP PathwayAlkaloids
NP SuperclassTyrosine alkaloids
NP ClassAporphine alkaloids
Chemical SuperclassAlkaloids and derivatives
Chemical ClassAristolactams
Chemical SubclassAristolactams

Reported in GR-MAPs Plants

Piper auritum as “Piper auritum” in COCONUT

References (36)

  1. 10.1002/HLCA.200590068
  2. 10.1002/JCCS.199300045
  3. 10.1002/JCCS.200000172
  4. 10.1007/978-1-4615-8819-1_17
  5. 10.1007/S10600-010-9605-6
  6. 10.1016/0031-9422(88)80226-7
  7. 10.1016/0031-9422(92)80493-X
  8. 10.1016/J.BMC.2006.10.034
  9. 10.1016/S0031-9422(00)89394-2
  10. 10.1016/S0031-9422(96)00502-X
  11. 10.1016/S0305-1978(00)00035-1
  12. 10.1016/S0305-1978(01)00139-9
  13. 10.1016/S0305-1978(98)00083-0
  14. 10.1016/S0944-7113(96)80073-0
  15. 10.1016/s0031-9422(00)89394-2
  16. 10.1021/NP000063V
  17. 10.1021/NP0401260
  18. 10.1021/NP50024A001
  19. 10.1021/NP50068A006
  20. 10.1021/NP800041T
  21. 10.1021/NP990004L
  22. 10.1055/S-2004-818972
  23. 10.1055/S-2005-864155
  24. 10.1055/S-2006-957777
  25. 10.1055/S-2006-961554
  26. 10.1080/10575639908048834
  27. 10.1080/14786419.2013.869693
  28. 10.1248/BPB.23.1216
  29. 10.1248/CPB.39.1310
  30. 10.1248/CPB.47.571
  31. 10.1248/CPB.48.1006
  32. 10.1248/CPB.48.357
  33. 10.1248/CPB.54.1040
  34. 10.1248/CPB.57.1227
  35. 10.2174/157340711798375822
  36. 10.3987/COM-95-7370

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.