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methyl (1R,9R,10S,11R,12R,19R)-12-ethyl-10,11-dihydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

PubChem CID: 101686461

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 73.2
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1CCC3CCCC4CCC12C34
Np Classifier Class Aspidosperma type, Aspidosperma-Iboga hybrid type (Vinca alkaloids)
Deep Smiles COC=O)[C@@]O)[C@H]O)[C@]CC))C=CCN[C@@H]6[C@@][C@H]%10NC)cc5cccc6))))))))CC5
Heavy Atom Count 28.0
Classyfire Class Plumeran-type alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1CCC3CCCN4CCC12C34
Isotope Atom Count 0.0
Molecular Complexity 713.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name methyl (1R,9R,10S,11R,12R,19R)-12-ethyl-10,11-dihydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.4
Gsk 4 400 Rule True
Molecular Formula C22H28N2O4
Scaffold Graph Node Bond Level C1=CC2CCC3Nc4ccccc4C34CCN(C1)C24
Prediction Swissadme 1.0
Inchi Key HVBGZKVTJLINJW-RLFCDOPRSA-N
Silicos It Class Soluble
Fcsp3 0.5909090909090909
Logs -4.029
Rotatable Bond Count 3.0
Logd 1.768
Synonyms catharosine
Esol Class Soluble
Functional Groups CC=CC, CN(C)C, CO, COC(C)=O, cN(C)C
Compound Name methyl (1R,9R,10S,11R,12R,19R)-12-ethyl-10,11-dihydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
Prediction Hob Swissadme 1.0
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 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.67742262857143
Inchi InChI=1S/C22H28N2O4/c1-4-20-10-7-12-24-13-11-21(16(20)24)14-8-5-6-9-15(14)23(2)17(21)22(27,18(20)25)19(26)28-3/h5-10,16-18,25,27H,4,11-13H2,1-3H3/t16-,17+,18+,20+,21+,22-/m0/s1
Smiles CC[C@@]12C=CCN3[C@@H]1[C@]4(CC3)[C@H]([C@]([C@@H]2O)(C(=O)OC)O)N(C5=CC=CC=C45)C
Nring 5.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Boerhavia Erecta (Plant) Rel Props:Reference:
  • 2. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 3. Outgoing r'ship FOUND_IN to/from Commelina Erecta (Plant) Rel Props:Reference:
  • 4. Outgoing r'ship FOUND_IN to/from Duranta Erecta (Plant) Rel Props:Reference:
  • 5. Outgoing r'ship FOUND_IN to/from Eclipta Erecta (Plant) Rel Props:Reference:
  • 6. Outgoing r'ship FOUND_IN to/from Hygrophila Erecta (Plant) Rel Props:Reference:
  • 7. Outgoing r'ship FOUND_IN to/from Nepeta Erecta (Plant) Rel Props:Reference:
  • 8. Outgoing r'ship FOUND_IN to/from Stephania Erecta (Plant) Rel Props:Reference:
  • 9. Outgoing r'ship FOUND_IN to/from Tagetes Erecta (Plant) Rel Props:Reference:
  • 10. Outgoing r'ship FOUND_IN to/from Thunbergia Erecta (Plant) Rel Props:Reference:
  • 11. Outgoing r'ship FOUND_IN to/from Vinca Erecta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Vinca Herbacea (Plant) Rel Props:Reference:
  • 13. Outgoing r'ship FOUND_IN to/from Vinca Major (Plant) Rel Props:Reference:
  • 14. Outgoing r'ship FOUND_IN to/from Vinca Minor (Plant) Rel Props:Reference:
  • 15. Outgoing r'ship FOUND_IN to/from Vinca Parviflora (Plant) Rel Props:Reference:
  • 16. Outgoing r'ship FOUND_IN to/from Vinca Pusilla (Plant) Rel Props:Reference:
  • 17. Outgoing r'ship FOUND_IN to/from Vinca Rosea (Plant) Rel Props:Reference: