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COCONUT Compound

Harmalan

CNP0333247.0 · C12H12N2 · View on COCONUT ↗

2D Structure

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Identifiers

NameHarmalan
IUPAC Name1-methyl-4,9-dihydro-3~{H}-pyrido[3,4-b]indole
COCONUT IDCNP0333247.0
CAS525-41-7
InChIKeyCWOYLIJQLSNRRN-UHFFFAOYSA-N
InChIInChI=1S/C12H12N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-5,14H,6-7H2,1H3
SMILESCC1=NCCC2=C1NC1=CC=CC=C21

Properties

Molecular FormulaC12H12N2
Molecular Weight184.24
Exact Mass184.10005
Log P (ALogP)2.53
TPSA28.15
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds0
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.65
NP-likeness0.81

Classification

NP PathwayAlkaloids
NP SuperclassTryptophan alkaloids
NP ClassCarboline alkaloids
Chemical SuperclassAlkaloids and derivatives
Chemical ClassHarmala alkaloids
Chemical SubclassHarmala alkaloids

Reported in GR-MAPs Plants

Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Crocus sativus as “Crocus sativus” in COCONUT

References (34)

  1. 10.1002/(SICI)1099-1565(199803/04)9:2<63::AID-PCA388>3.0.CO;2-9
  2. 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
  3. 10.1002/CHIN.200612187
  4. 10.1002/PTR.1025
  5. 10.1007/BF00563479
  6. 10.1007/BF00636558
  7. 10.1007/BF02856497
  8. 10.1007/BF02884768
  9. 10.1007/BF02974058
  10. 10.1016/0031-9422(83)83056-8
  11. 10.1016/0378-8741(86)90109-1
  12. 10.1016/S0021-9673(01)91507-9
  13. 10.1016/S0031-9422(00)82825-3
  14. 10.1016/S0031-9422(00)83601-8
  15. 10.1016/S0031-9422(97)00513-X
  16. 10.1016/S0031-9422(98)00492-0
  17. 10.1016/S0044-328X(82)80027-5
  18. 10.1021/NP0101189
  19. 10.1021/NP0302854
  20. 10.1021/NP50020A008
  21. 10.1021/NP50051A026
  22. 10.1021/NP50076A023
  23. 10.1055/S-2006-960185
  24. 10.1055/S-2007-969715
  25. 10.1071/ch9762023
  26. 10.1076/PHBI.41.2.100.14244
  27. 10.1080/13880200490505618
  28. 10.1081/JLC-100105957
  29. 10.1104/PP.69.2.400
  30. 10.1111/J.1751-0813.1992.TB07502.X
  31. 10.1248/CPB.42.1427
  32. 10.1271/BBB1961.51.921
  33. 10.2307/4117899
  34. 10.3389/FMICB.2018.01587

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.