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21-Oxogelsemine

PubChem CID: 11078214

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Compound Synonyms 21-Oxogelsemine, CHEMBL476882, (1'R,2'S,3S,5'S,6'S,8'R,11'S)-2'-Ethenyl-4'-methylspiro[1H-indole-3,7'-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2,3'-dione
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 58.6
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C3CCC4CC3C1C2C41C(C)CC2CCCCC21
Np Classifier Class Corynanthe type
Deep Smiles C=C[C@][C@@H]C[C@@H][C@@][C@H]6[C@@H][C@H]7CO7)))NC9=O))C))))C=O)Ncc5cccc6
Heavy Atom Count 25.0
Classyfire Class Gelsemium alkaloids
Scaffold Graph Node Level OC1NC2C3COC4CC3C1C2C41C(O)NC2CCCCC21
Isotope Atom Count 0.0
Molecular Complexity 707.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name (1'R,2'S,3S,5'S,6'S,8'R,11'S)-2'-ethenyl-4'-methylspiro[1H-indole-3,7'-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2,3'-dione
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.9
Gsk 4 400 Rule True
Molecular Formula C20H20N2O3
Scaffold Graph Node Bond Level O=C1NC2C3COC4CC3C1C2C41C(=O)Nc2ccccc21
Prediction Swissadme 1.0
Inchi Key WOURMHFKVOXOOP-MWBSSGTNSA-N
Silicos It Class Soluble
Fcsp3 0.5
Rotatable Bond Count 1.0
Synonyms 21-oxo-gelsemine
Esol Class Soluble
Functional Groups C=CC, CN(C)C(C)=O, COC, cNC(C)=O
Compound Name 21-Oxogelsemine
Prediction Hob Swissadme 1.0
Exact Mass 336.147
Formal Charge 0.0
Monoisotopic Mass 336.147
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 336.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.6294242000000008
Inchi InChI=1S/C20H20N2O3/c1-3-19-12-8-14-20(11-6-4-5-7-13(11)21-17(20)23)16(19)15(10(12)9-25-14)22(2)18(19)24/h3-7,10,12,14-16H,1,8-9H2,2H3,(H,21,23)/t10-,12+,14+,15+,16-,19-,20-/m0/s1
Smiles CN1[C@@H]2[C@H]3CO[C@@H]4C[C@H]3[C@@]([C@H]2[C@]45C6=CC=CC=C6NC5=O)(C1=O)C=C
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 Sempervirens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all