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methyl (E)-2-[(3R,6'R,7'S,8'aS)-6'-ethyl-4-hydroxy-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate

PubChem CID: 102232176

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 88.1
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCCC2C12CCC1CCCCC12
Np Classifier Class Corynanthe type, Simple oxindole alkaloids
Deep Smiles CO/C=C[C@H]C[C@@H]NC[C@@H]6CC))))CC[C@]5C=O)Ncc5cO)ccc6)))))))))))))))/C=O)OC
Heavy Atom Count 29.0
Classyfire Class Indolizidines
Scaffold Graph Node Level OC1NC2CCCCC2C12CCN1CCCCC12
Isotope Atom Count 0.0
Molecular Complexity 695.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name methyl (E)-2-[(3R,6'R,7'S,8'aS)-6'-ethyl-4-hydroxy-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 2.0
Gsk 4 400 Rule False
Molecular Formula C22H28N2O5
Scaffold Graph Node Bond Level O=C1Nc2ccccc2C12CCN1CCCCC12
Prediction Swissadme 1.0
Inchi Key IXWWTVSMMIIIFZ-JCIDKMOXSA-N
Silicos It Class Soluble
Fcsp3 0.5454545454545454
Logs -3.447
Rotatable Bond Count 5.0
Logd 2.644
Synonyms isorotundifoline
Esol Class Soluble
Functional Groups CN(C)C, CO/C=C(C)C(=O)OC, cNC(C)=O, cO
Compound Name methyl (E)-2-[(3R,6'R,7'S,8'aS)-6'-ethyl-4-hydroxy-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate
Prediction Hob Swissadme 1.0
Exact Mass 400.2
Formal Charge 0.0
Monoisotopic Mass 400.2
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 400.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -3.588698048275862
Inchi InChI=1S/C22H28N2O5/c1-4-13-11-24-9-8-22(19-16(23-21(22)27)6-5-7-17(19)25)18(24)10-14(13)15(12-28-2)20(26)29-3/h5-7,12-14,18,25H,4,8-11H2,1-3H3,(H,23,27)/b15-12+/t13-,14-,18-,22-/m0/s1
Smiles CC[C@H]1CN2CC[C@]3([C@@H]2C[C@@H]1/C(=C\OC)/C(=O)OC)C4=C(C=CC=C4O)NC3=O
Nring 4.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Anthyllis Onobrychoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Cryptocarya Lividula (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Euphorbia Pannonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Fleroya Stipulosa (Plant) Rel Props:Reference:ISBN:9770972795006
  • 5. Outgoing r'ship FOUND_IN to/from Ixeris Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Knautia Montana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Mitragyna Parvifolia (Plant) Rel Props:Reference:ISBN:9788185042053
  • 8. Outgoing r'ship FOUND_IN to/from Mitragyna Speciosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Penstemon Gentianoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Picris Conyzoides (Plant) Rel Props:Source_db:npass_chem_all