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Alkaloid C, from Gelsemium sempervirens

PubChem CID: 597741

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Compound Synonyms 14-Hydroxygelsemicine, Alkaloid C, from Gelsemium sempervirens, CWXVIZDGZSQOSO-UHFFFAOYSA-N, Gelsedine, 14-hydroxy-11-methoxy-, Gelsedine, 14-hydroxy-11-methoxy-, (14R)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 80.3
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCCC2C12CC1CCC3CC2CCC31
Deep Smiles CCCNCCC5CO)CCC7)cccccc6NC9=O))OC)))))OC)))))))OC6
Heavy Atom Count 27.0
Classyfire Class Gelsemium alkaloids
Scaffold Graph Node Level OC1NC2CCCCC2C12CC1NCC3CC2OCC31
Isotope Atom Count 0.0
Molecular Complexity 617.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 6-ethyl-11-hydroxy-1',6'-dimethoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undecane-2,3'-indole]-2'-one
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.9
Gsk 4 400 Rule True
Molecular Formula C20H26N2O5
Scaffold Graph Node Bond Level O=C1Nc2ccccc2C12CC1NCC3CC2OCC31
Inchi Key CWXVIZDGZSQOSO-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms 14-oh-gelsemicine
Esol Class Soluble
Functional Groups CNC, CO, COC, cN(OC)C(C)=O, cOC
Compound Name Alkaloid C, from Gelsemium sempervirens
Exact Mass 374.184
Formal Charge 0.0
Monoisotopic Mass 374.184
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 374.4
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
Inchi InChI=1S/C20H26N2O5/c1-4-13-16-11-9-27-18(17(16)23)20(8-14(11)21-13)12-6-5-10(25-2)7-15(12)22(26-3)19(20)24/h5-7,11,13-14,16-18,21,23H,4,8-9H2,1-3H3
Smiles CCC1C2C3COC(C2O)C4(CC3N1)C5=C(C=C(C=C5)OC)N(C4=O)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True