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[(1S,3S,5R,6S)-8-methyl-6-[(E)-2-methylbut-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate

PubChem CID: 21159049

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Compound Synonyms SCHEMBL19409971
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 55.8
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCC(C1)C2
Np Classifier Class Tropane alkaloids
Deep Smiles C/C=C/C=O)O[C@H]C[C@H]C[C@@H][C@@H]C7)N5C)))OC=O)/C=C/C))/C)))))))))))C
Heavy Atom Count 23.0
Classyfire Class Tropane alkaloids
Scaffold Graph Node Level C1CC2CCC(C1)N2
Isotope Atom Count 0.0
Molecular Complexity 537.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(1S,3S,5R,6S)-8-methyl-6-[(E)-2-methylbut-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 3.3
Gsk 4 400 Rule True
Molecular Formula C18H27NO4
Scaffold Graph Node Bond Level C1CC2CCC(C1)N2
Prediction Swissadme 1.0
Inchi Key MJJVORBCNQQRMU-AVNBRKTCSA-N
Silicos It Class Soluble
Fcsp3 0.6666666666666666
Logs -2.289
Rotatable Bond Count 6.0
Logd 1.752
Synonyms (-)-3alpha,6beta-ditigloyloxytropane, 3alpha,6beta-ditigloyloxytropane, 3alpha-6beta-ditigloyloxytropane, 3α,6β-ditigloyloxytropane
Esol Class Soluble
Functional Groups C/C=C(C)C(=O)OC, CN(C)C
Compound Name [(1S,3S,5R,6S)-8-methyl-6-[(E)-2-methylbut-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate
Prediction Hob Swissadme 1.0
Exact Mass 321.194
Formal Charge 0.0
Monoisotopic Mass 321.194
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 321.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Esol -3.5346350000000006
Inchi InChI=1S/C18H27NO4/c1-6-11(3)17(20)22-14-8-13-9-16(15(10-14)19(13)5)23-18(21)12(4)7-2/h6-7,13-16H,8-10H2,1-5H3/b11-6+,12-7+/t13-,14-,15+,16-/m0/s1
Smiles C/C=C(\C)/C(=O)O[C@H]1C[C@H]2C[C@@H]([C@@H](C1)N2C)OC(=O)/C(=C/C)/C
Nring 2.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 2.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Allium Sativum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Atractylodes Lancea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Datura Innoxia (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 4. Outgoing r'ship FOUND_IN to/from Datura Metel (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 5. Outgoing r'ship FOUND_IN to/from Datura Stramonium (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279