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[(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-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

PubChem CID: 13579079

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Compound Synonyms Perakine, 4382-56-3, DTXSID60963122, AKOS040760621
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 59.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1C3CC4CCC3C3CC21CC43
Np Classifier Class Corynanthe type
Deep Smiles O=C[C@@H][C@@H]C[C@@H]N[C@H]6C))[C@@H][C@H]6[C@@H]OC=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 720.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name [(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-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 1.6
Gsk 4 400 Rule True
Molecular Formula C21H22N2O3
Scaffold Graph Node Bond Level c1ccc2c(c1)N=C1C3CC4CCN3C3CC12CC43
Inchi Key GDXJMOGWONJRHL-AFXVYWMKSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms perakine
Esol Class Soluble
Functional Groups CC(=O)OC, CC=O, CN(C)C, cN=C(C)C
Compound Name [(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-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
Exact Mass 350.163
Formal Charge 0.0
Monoisotopic Mass 350.163
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 350.4
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/C21H22N2O3/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/h3-6,9-10,12-13,16-18,20H,7-8H2,1-2H3/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]4[C@H]2[C@H]([C@@]5(C4)C3=NC6=CC=CC=C56)OC(=O)C)C=O
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 Rauvolfia Serpentina (Plant) Rel Props:Reference:https://doi.org/10.1186/s12906-015-0683-7