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(1S,13S,14Z,19S,21S)-14-(2-hydroxyethylidene)-4,5-dimethoxy-16-oxido-8-aza-16-azoniahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-one

PubChem CID: 101532797

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 77.1
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCC34C2CC1C1CCC(C)C(C2CCCCC23)C14
Np Classifier Class Aspidosperma-Iboga hybrid type (Vinca alkaloids)
Deep Smiles OC/C=CC[N+][O-])CC[C@@][C@@H]5C[C@@H]9C=CCC=O)N[C@H]%106)cc%11cccc6)OC)))OC
Heavy Atom Count 30.0
Classyfire Class Strychnos alkaloids
Scaffold Graph Node Level CC1CN2CCC34C5CCCCC5N5C(O)CCC(C1CC23)C54
Isotope Atom Count 0.0
Molecular Complexity 841.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (1S,13S,14Z,19S,21S)-14-(2-hydroxyethylidene)-4,5-dimethoxy-16-oxido-8-aza-16-azoniahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp -0.2
Gsk 4 400 Rule False
Molecular Formula C23H26N2O5
Scaffold Graph Node Bond Level C=C1C[NH+]2CCC34c5ccccc5N5C(=O)CC=C(C1CC23)C54
Prediction Swissadme 1.0
Inchi Key ICEFLCNOUJCINW-BTIZJQTCSA-N
Silicos It Class Soluble
Fcsp3 0.5217391304347826
Logs -1.658
Rotatable Bond Count 3.0
Logd 0.694
Synonyms isobrucine n-oxide, isobrucine-n-oxide
Esol Class Soluble
Functional Groups C/C=C(C)C, CC=C(C)C, CO, C[N+](C)(C)[O-], cN(C)C(C)=O, cOC
Compound Name (1S,13S,14Z,19S,21S)-14-(2-hydroxyethylidene)-4,5-dimethoxy-16-oxido-8-aza-16-azoniahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-one
Prediction Hob Swissadme 1.0
Exact Mass 410.184
Formal Charge 0.0
Monoisotopic Mass 410.184
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 410.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -2.2278140000000013
Inchi InChI=1S/C23H26N2O5/c1-29-18-10-16-17(11-19(18)30-2)24-21(27)4-3-14-15-9-20-23(16,22(14)24)6-7-25(20,28)12-13(15)5-8-26/h3,5,10-11,15,20,22,26H,4,6-9,12H2,1-2H3/b13-5+/t15-,20-,22-,23+,25?/m0/s1
Smiles COC1=C(C=C2C(=C1)[C@]34CC[N+]5([C@H]3C[C@@H](/C(=C/CO)/C5)C6=CCC(=O)N2[C@H]46)[O-])OC
Nring 6.0
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 Strychnos Nux-Vomica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all