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COCONUT Compound

methyl (3~{R},21~{S},22~{S})-11-ethyl-12,17,21,26-tetramethyl-4-oxo-22-[3-oxo-3-[(~{E},7~{R},11~{R})-3,7,11,15-tetramethylhexadec-2-enoxy]propyl]-16-vinyl-7,23,24,25-tetrazahexacyclo[18.2.1.1^{5,8}.1^{10,13}.1^{15,18}.0^{2,6}]hexacosa-1,5(26),6,8,10,12,14,16,18,20(23)-decaene-3-carboxylate

CNP0222771.3 · C55H74N4O5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namemethyl (3~{R},21~{S},22~{S})-11-ethyl-12,17,21,26-tetramethyl-4-oxo-22-[3-oxo-3-[(~{E},7~{R},11~{R})-3,7,11,15-tetramethylhexadec-2-enoxy]propyl]-16-vinyl-7,23,24,25-tetrazahexacyclo[18.2.1.1^{5,8}.1^{10,13}.1^{15,18}.0^{2,6}]hexacosa-1,5(26),6,8,10,12,14,16,18,20(23)-decaene-3-carboxylate
IUPAC Namemethyl (3~{R},21~{S},22~{S})-11-ethyl-12,17,21,26-tetramethyl-4-oxo-22-[3-oxo-3-[(~{E},7~{R},11~{R})-3,7,11,15-tetramethylhexadec-2-enoxy]propyl]-16-vinyl-7,23,24,25-tetrazahexacyclo[18.2.1.1^{5,8}.1^{10,13}.1^{15,18}.0^{2,6}]hexacosa-1,5(26),6,8,10,12,14,16,18,20(23)-decaene-3-carboxylate
COCONUT IDCNP0222771.3
InChIKeyDQVGVYRSVYCJRR-AXRVZGOCSA-N
InChIInChI=1S/C55H74N4O5/c1-13-39-35(8)42-28-44-37(10)41(24-25-48(60)64-27-26-34(7)23-17-22-33(6)21-16-20-32(5)19-15-18-31(3)4)52(58-44)50-51(55(62)63-12)54(61)49-38(11)45(59-53(49)50)30-47-40(14-2)36(9)43(57-47)29-46(39)56-42/h13,26,28-33,37,41,51,56-57H,1,14-25,27H2,2-12H3/b34-26+,42-28?,43-29?,44-28?,45-30?,46-29?,47-30?,52-50?/t32-,33-,37+,41+,51-/m1/s1
SMILESC=CC1=C(C)C2=CC3=NC(=C4C5=NC(=CC6=C(CC)C(C)=C(C=C1N2)N6)C(C)=C5C(=O)[C@@H]4C(=O)OC)[C@@H](CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@@H]3C

Properties

Molecular FormulaC55H74N4O5
Molecular Weight871.22
Exact Mass870.56592
Log P (ALogP)13.50
TPSA127.03
H-Bond Donors / Acceptors2 / 7
Rotatable Bonds20
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.07
NP-likeness1.27

Classification

NP PathwayAlkaloids
NP Superclass
NP Class
Chemical SuperclassOrganoheterocyclic compounds
Chemical ClassTetrapyrroles and derivatives
Chemical SubclassMetallotetrapyrroles

Reported in GR-MAPs Plants

Callicarpa macrophylla as “Callicarpa macrophylla” in COCONUT
Daucus carota as “Daucus carota” in COCONUT
Origanum vulgare as “Origanum vulgare” in COCONUT

References (46)

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  2. 10.1002/CHIN.200324205
  3. 10.1002/JCCS.200000132
  4. 10.1006/LICH.1995.0012
  5. 10.1007/BF02329587
  6. 10.1007/BF02541074
  7. 10.1007/BF02890622
  8. 10.1016/0031-9422(92)90044-Q
  9. 10.1016/0165-1218(90)90026-X
  10. 10.1016/0165-7992(83)90156-2
  11. 10.1016/0304-3835(95)04101-X
  12. 10.1016/0305-1978(84)90049-8
  13. 10.1016/0305-1978(90)90002-W
  14. 10.1016/0922-338X(96)87735-X
  15. 10.1016/S0031-9422(00)80801-8
  16. 10.1016/S0031-9422(00)83451-2
  17. 10.1016/S0031-9422(00)97898-1
  18. 10.1016/S0031-9422(01)00429-0
  19. 10.1016/S0165-1161(96)90016-3
  20. 10.1016/S0192-0561(97)00070-2
  21. 10.1016/S0304-3835(98)00113-X
  22. 10.1016/S0305-1978(01)00025-4
  23. 10.1021/JF00034A017
  24. 10.1021/JF00050A028
  25. 10.1021/JF00089A034
  26. 10.1021/JF0103929
  27. 10.1021/NP000089M
  28. 10.1021/NP50055A001
  29. 10.1023/A:1001891319465
  30. 10.1039/A709274A
  31. 10.1039/C39950002529
  32. 10.1055/S-1999-14089
  33. 10.1073/PNAS.85.13.4582
  34. 10.1080/10412905.1992.9698114
  35. 10.1080/1478641031000103669
  36. 10.1093/CARCIN/19.7.1323
  37. 10.1111/J.0022-3646.1991.00591.X
  38. 10.1111/J.1529-8817.1979.TB00719.X
  39. 10.1201/9781420045888.CH2
  40. 10.1248/CPB.39.3348

Showing 40 of 46. See all references on COCONUT.

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.