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Raucaffrinoline

PubChem CID: 56927714

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Compound Synonyms raucaffrinoline, (17R,20alpha,21beta)-1,2-didehydro-1-demethyl-19-hydroxy-21-methyl-18-norajmalan-17-yl acetate, (6S,8S,9R,10S,11aS,12aR)-9-(hydroxymethyl)-8-methyl-8,9,10,11,11a,12-hexahydro-6H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizin-13-yl acetate, CHEBI:63167, C19931, Q15424782
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 62.1
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1C3CC4CCC3C3CC21CC43
Np Classifier Class Corynanthe type
Deep Smiles OC[C@@H][C@@H]C[C@@H]N[C@H]6C))[C@@H]C6COC=O)C)))[C@]C7=Ncc5cccc6))))))))C5
Heavy Atom Count 26.0
Classyfire Class Ajmaline-sarpagine alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C3CC4CCN3C3CC21CC43
Isotope Atom Count 0.0
Molecular Complexity 693.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name [(1R,10S,12S,13R,14S,16S,18R)-13-(hydroxymethyl)-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 1.7
Gsk 4 400 Rule True
Molecular Formula C21H24N2O3
Scaffold Graph Node Bond Level c1ccc2c(c1)N=C1C3CC4CCN3C3CC12CC43
Inchi Key XIMPCXFLDSKALH-FXRWJBKJSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms raucaffrinoline
Esol Class Soluble
Functional Groups CN(C)C, CO, COC(C)=O, cN=C(C)C
Compound Name Raucaffrinoline
Exact Mass 352.179
Formal Charge 0.0
Monoisotopic Mass 352.179
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 352.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H24N2O3/c1-10-13(9-24)12-7-16-19-21(14-5-3-4-6-15(14)22-19)8-17(23(10)16)18(12)20(21)26-11(2)25/h3-6,10,12-13,16-18,20,24H,7-9H2,1-2H3/t10-,12-,13-,16-,17-,18?,20+,21+/m0/s1
Smiles C[C@H]1[C@@H]([C@@H]2C[C@@H]3N1[C@@H]4C2[C@H]([C@@]5(C4)C3=NC6=CC=CC=C56)OC(=O)C)CO
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Alstonia Venenata (Plant) Rel Props:Reference:ISBN:9788185042114
  • 2. Outgoing r'ship FOUND_IN to/from Rauvolfia Serpentina (Plant) Rel Props:Reference:https://doi.org/10.1186/s12906-015-0683-7