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COCONUT Compound

akuammigine

CNP0266139.3 · C21H24N2O3 · View on COCONUT ↗

2D Structure

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Identifiers

Nameakuammigine
IUPAC Namemethyl (1~{R},15~{S},16~{S},20~{S})-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
COCONUT IDCNP0266139.3
CAS642-17-1
InChIKeyGRTOGORTSDXSFK-BMYCAMMWSA-N
InChIInChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16-,19+/m0/s1
SMILESCOC(=O)C1=CO[C@@H](C)[C@@H]2CN3CCC4=C(NC5=CC=CC=C45)[C@H]3C[C@H]12

Properties

Molecular FormulaC21H24N2O3
Molecular Weight352.43
Exact Mass352.17869
Log P (ALogP)3.18
TPSA54.56
H-Bond Donors / Acceptors1 / 4
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.80
NP-likeness1.41

Classification

NP PathwayAlkaloids
NP SuperclassTryptophan alkaloids
NP ClassCorynanthe type
Chemical SuperclassAlkaloids and derivatives
Chemical ClassYohimbine alkaloids
Chemical SubclassYohimbine alkaloids

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus” in COCONUT
Rauvolfia serpentina as “Rauvolfia serpentina” in COCONUT

References (12)

  1. 10.1002/PCA.567
  2. 10.1002/PTR.1469
  3. 10.1016/0031-9422(73)80588-6
  4. 10.1016/S0014-2999(98)00232-5
  5. 10.1016/S0031-9422(00)98066-X
  6. 10.1016/S0031-9422(97)00061-7
  7. 10.1021/NP50020A008
  8. 10.1021/NP50070A032
  9. 10.1039/JR9270001950
  10. 10.1248/YAKUSHI1947.103.10_1028
  11. 10.20959/WJPPS20178-9647
  12. 10.2174/0929867043455846

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.