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methyl (1S,10R,15R,17S,18S)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2,4(9),5,7-tetraene-1-carboxylate

PubChem CID: 21604116

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 71.4
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1C2CCC2CC3CCC2C1C3
Np Classifier Class Iboga type
Deep Smiles CC[C@H]C[C@H]CN[C@@H]6[C@]C6)C=O)OC)))C=Ncc[C@@]5CC%10))O))cccc6))OC
Heavy Atom Count 28.0
Classyfire Class Ibogan-type alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C2CCN2CC3CCC2C1C3
Isotope Atom Count 0.0
Molecular Complexity 696.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name methyl (1S,10R,15R,17S,18S)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2,4(9),5,7-tetraene-1-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.4
Gsk 4 400 Rule True
Molecular Formula C22H28N2O4
Scaffold Graph Node Bond Level c1ccc2c(c1)N=C1C2CCN2CC3CCC2C1C3
Inchi Key AVRFPRAAVSCSSZ-RCJJNBIHSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 4.0
Synonyms voacangine hydroxyindolenine, voacangine-hydroxyindolenine
Esol Class Soluble
Functional Groups CN(C)C, CO, COC(C)=O, cN=C(C)C, cOC
Compound Name methyl (1S,10R,15R,17S,18S)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2,4(9),5,7-tetraene-1-carboxylate
Exact Mass 384.205
Formal Charge 0.0
Monoisotopic Mass 384.205
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 384.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C22H28N2O4/c1-4-14-9-13-11-21(20(25)28-3)18(14)24(12-13)8-7-22(26)16-10-15(27-2)5-6-17(16)23-19(21)22/h5-6,10,13-14,18,26H,4,7-9,11-12H2,1-3H3/t13-,14+,18+,21+,22-/m1/s1
Smiles CC[C@H]1C[C@@H]2C[C@@]3([C@H]1N(C2)CC[C@@]4(C3=NC5=C4C=C(C=C5)OC)O)C(=O)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids