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(1R,2R,4S,5R,7R,8R,9R,13R,16S,17R)-11-Ethyl-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecane-4,7,16-triol

PubChem CID: 6325720

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Compound Synonyms (1R,2R,4S,5R,7R,8R,9R,13R,16S,17R)-11-Ethyl-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecane-4,7,16-triol
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 63.9
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC23CC1CCC2C12CCCC4CCC1C3CC42
Np Classifier Class Kaurane and Phyllocladane diterpenoids, Terpenoid alkaloids
Deep Smiles CCNC[C@]C)CC[C@@H][C@]C8[C@H]C[C@H]95))[C@][C@H]5C[C@@H][C@H]C6)C=C)[C@H]7O))))O))))))))O
Heavy Atom Count 26.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CC23CC1CCC2C12CCCC4CNC1C3CC42
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 695.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name (1R,2R,4S,5R,7R,8R,9R,13R,16S,17R)-11-ethyl-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecane-4,7,16-triol
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.2
Gsk 4 400 Rule True
Molecular Formula C22H33NO3
Scaffold Graph Node Bond Level C=C1CC23CC1CCC2C12CCCC4CNC1C3CC42
Prediction Swissadme 1.0
Inchi Key AZAZKLKDEOMJBJ-PJQVMQLNSA-N
Silicos It Class Soluble
Fcsp3 0.9090909090909092
Logs -3.223
Rotatable Bond Count 1.0
Logd 1.29
Synonyms napelline (luciculine), napelline (luciculine)
Esol Class Soluble
Functional Groups C=C(C)C, CN(C)C, CO
Compound Name (1R,2R,4S,5R,7R,8R,9R,13R,16S,17R)-11-Ethyl-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecane-4,7,16-triol
Prediction Hob Swissadme 0.0
Exact Mass 359.246
Formal Charge 0.0
Monoisotopic Mass 359.246
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 359.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.7715620000000003
Inchi InChI=1S/C22H33NO3/c1-4-23-10-20(3)6-5-17(25)22-15(20)7-13(18(22)23)21-9-12(11(2)19(21)26)14(24)8-16(21)22/h12-19,24-26H,2,4-10H2,1,3H3/t12-,13+,14+,15-,16-,17+,18?,19-,20+,21+,22+/m1/s1
Smiles CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H](C31)[C@]56[C@H]4C[C@@H]([C@H](C5)C(=C)[C@H]6O)O)O)C
Nring 6.0
Np Classifier Biosynthetic Pathway Alkaloids, Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Pseudoalkaloids, Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Aconitum Carmichaelii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Aconitum Ciliare (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Aconitum Japonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Aconitum Kusnezoffii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Aconitum Napellus (Plant) Rel Props:Reference:ISBN:9788172363130
  • 6. Outgoing r'ship FOUND_IN to/from Aconitum Triphyllum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all