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(1R,2S,4S,6R,7R,8S)-6-ethyl-6-(hydroxymethyl)-1'-methoxy-5-methylspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undecane-2,3'-indole]-2'-one

PubChem CID: 102061673

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 62.2
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CCCCC2C12CC1CCC3CC2CCC31
Deep Smiles CONcccccc6[C@@]C9=O))C[C@H][C@H]CO[C@@H]7C[C@H]6[C@]N9C))CC))CO
Heavy Atom Count 27.0
Classyfire Class Gelsemium alkaloids
Scaffold Graph Node Level OC1NC2CCCCC2C12CC1NCC3CC2OCC31
Isotope Atom Count 0.0
Molecular Complexity 629.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name (1R,2S,4S,6R,7R,8S)-6-ethyl-6-(hydroxymethyl)-1'-methoxy-5-methylspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undecane-2,3'-indole]-2'-one
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 1.5
Gsk 4 400 Rule True
Molecular Formula C21H28N2O4
Scaffold Graph Node Bond Level O=C1Nc2ccccc2C12CC1NCC3CC2OCC31
Inchi Key OSYOERKDINCIMG-IKMCGIAPSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms gelselegine
Esol Class Soluble
Functional Groups CN(C)C, CO, COC, cN(OC)C(C)=O
Compound Name (1R,2S,4S,6R,7R,8S)-6-ethyl-6-(hydroxymethyl)-1'-methoxy-5-methylspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undecane-2,3'-indole]-2'-one
Exact Mass 372.205
Formal Charge 0.0
Monoisotopic Mass 372.205
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 372.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H28N2O4/c1-4-20(12-24)15-9-18-21(10-17(22(20)2)13(15)11-27-18)14-7-5-6-8-16(14)23(26-3)19(21)25/h5-8,13,15,17-18,24H,4,9-12H2,1-3H3/t13-,15+,17-,18+,20-,21-/m0/s1
Smiles CC[C@@]1([C@@H]2C[C@@H]3[C@]4(C[C@@H]([C@H]2CO3)N1C)C5=CC=CC=C5N(C4=O)OC)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 Gelsemium Elegans (Plant) Rel Props:Reference:ISBN:9788185042145