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COCONUT Compound

(E)-16-Epi-normacusine B

CNP0218950.5 · C19H22N2O · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name(E)-16-Epi-normacusine B
IUPAC Name[(1~{S},12~{S},13~{S},14~{R},15~{E})-15-ethylidene-3,17-diazapentacyclo[12.3.1.0^{2,10}.0^{4,9}.0^{12,17}]octadeca-2(10),4,6,8-tetraen-13-yl]methanol
COCONUT IDCNP0218950.5
CAS126640-98-0
InChIKeyVXTDUGOBAOLMED-MIOJWWSHSA-N
InChIInChI=1S/C19H22N2O/c1-2-11-9-21-17-8-14-12-5-3-4-6-16(12)20-19(14)18(21)7-13(11)15(17)10-22/h2-6,13,15,17-18,20,22H,7-10H2,1H3/b11-2-/t13-,15-,17-,18-/m0/s1
SMILESC/C=C1/CN2[C@H]3C[C@@H]1[C@H](CO)[C@@H]2CC1=C3NC2=CC=CC=C12

Properties

Molecular FormulaC19H22N2O
Molecular Weight294.40
Exact Mass294.17321
Log P (ALogP)3.02
TPSA39.26
H-Bond Donors / Acceptors2 / 2
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.79
NP-likeness2.15

Classification

NP PathwayAlkaloids
NP SuperclassTryptophan alkaloids
NP ClassCorynanthe type
Chemical SuperclassAlkaloids and derivatives
Chemical ClassMacroline alkaloids
Chemical SubclassMacroline alkaloids

Reported in GR-MAPs Plants

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

References (9)

  1. 10.1002/RCM.8037
  2. 10.1016/0031-9422(73)80039-1
  3. 10.1016/0031-9422(80)85164-8
  4. 10.1016/J.PHYTOCHEM.2003.12.014
  5. 10.1016/S0031-9422(00)83488-3
  6. 10.1016/S0031-9422(02)00122-X
  7. 10.1021/JO00942A007
  8. 10.1021/NP900374S
  9. 10.1055/S-2007-969075

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.