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9,20-Didehydro-17-hydroxy-22-norajmalan-16-carboxylic acid methyl ester

PubChem CID: 5382842

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Compound Synonyms Quebrachidine, 9,20-Didehydro-17-hydroxy-22-norajmalan-16-carboxylic acid methyl ester, 4835-69-2, Ajmalan-16-carboxylic acid, 19,20-didehydro-1-demethyl-17-hydroxy-, methyl ester, (2alpha,17S,19E)-, Methyl (1R,9S,10S,13E,16S,17R,18S)-13-ethylidene-18-hydroxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-17-carboxylate, (2alpha,17S,19E)-19,20-Didehydro-1-demethyl-17-hydroxyajmalan-16-carboxylic acid methyl ester
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 61.8
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C3CC45CC3C1CC2C4CC1CCCCC15
Np Classifier Class Corynanthe type
Deep Smiles COC=O)[C@][C@@H]C[C@][C@@H]5O))[C@@H][C@H]N6C/C=C/C))/C%10C6))))))Ncc5cccc6
Heavy Atom Count 26.0
Classyfire Class Corynanthean-type alkaloids
Scaffold Graph Node Level CC1CN2C3CC45CC3C1CC2C4NC1CCCCC15
Isotope Atom Count 0.0
Molecular Complexity 707.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name methyl (1R,9S,10S,13E,16S,17R,18S)-13-ethylidene-18-hydroxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-17-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.0
Gsk 4 400 Rule True
Molecular Formula C21H24N2O3
Scaffold Graph Node Bond Level C=C1CN2C3CC45CC3C1CC2C4Nc1ccccc15
Inchi Key RLUORQGMBKDXPO-BELZCFSLSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms quebrachidine, vincarine
Esol Class Soluble
Functional Groups C/C=C(C)C, CN(C)C, CO, COC(C)=O, cNC
Compound Name 9,20-Didehydro-17-hydroxy-22-norajmalan-16-carboxylic acid methyl ester
Exact Mass 352.179
Formal Charge 0.0
Monoisotopic Mass 352.179
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 352.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H24N2O3/c1-3-11-10-23-15-8-13(11)21(19(25)26-2)16(23)9-20(18(21)24)12-6-4-5-7-14(12)22-17(15)20/h3-7,13,15-18,22,24H,8-10H2,1-2H3/b11-3-/t13?,15-,16-,17+,18-,20+,21+/m0/s1
Smiles C/C=C\1/CN2[C@H]3CC1[C@]4([C@@H]2C[C@@]5([C@@H]3NC6=CC=CC=C65)[C@@H]4O)C(=O)OC
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 Alstonia Macrophylla (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788172360481; ISBN:9788172362089; ISBN:9788185042084
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