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methyl (1R,9S,11S,14E,15S,17S,19R)-19-(acetyloxymethyl)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3,5,7-triene-19-carboxylate

PubChem CID: 131636670

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Compound Synonyms Picraline, 2671-32-1, CHEBI:141938, HY-N3072, CS-0023157, (16R)-17-(Acetoxy)-2alpha,5alpha-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester
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 CC1CC2C3CC45CC1CC2C4(C3)CC1CCCCC15
Np Classifier Class Corynanthe type
Deep Smiles COC=O)[C@]COC=O)C))))[C@H]C[C@H][C@@][C@@]6C[C@H]O5)N6C/C/%10=C/C)))))))cccccc6N9
Heavy Atom Count 30.0
Classyfire Class Corynanthean-type alkaloids
Scaffold Graph Node Level CC1CN2C3CC45CC1CC2C4(NC1CCCCC15)O3
Isotope Atom Count 0.0
Molecular Complexity 843.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name methyl (1R,9S,11S,14E,15S,17S,19R)-19-(acetyloxymethyl)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3,5,7-triene-19-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 1.8
Gsk 4 400 Rule False
Molecular Formula C23H26N2O5
Scaffold Graph Node Bond Level C=C1CN2C3CC45CC1CC2C4(Nc1ccccc15)O3
Inchi Key DXTJMQCRVFWNBD-FTHDSKJGSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 5.0
Synonyms picraline
Esol Class Soluble
Functional Groups C/C=C(/C)C, COC(C)=O, cN[C@]12CC[C@H](O1)N(C)C2
Compound Name methyl (1R,9S,11S,14E,15S,17S,19R)-19-(acetyloxymethyl)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3,5,7-triene-19-carboxylate
Exact Mass 410.184
Formal Charge 0.0
Monoisotopic Mass 410.184
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 410.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C23H26N2O5/c1-4-14-11-25-18-9-16(14)21(20(27)28-3,12-29-13(2)26)22-10-19(25)30-23(18,22)24-17-8-6-5-7-15(17)22/h4-8,16,18-19,24H,9-12H2,1-3H3/b14-4-/t16-,18-,19-,21-,22-,23-/m0/s1
Smiles C/C=C\1/CN2[C@H]3C[C@@H]1[C@@]([C@@]45[C@@]3(NC6=CC=CC=C64)O[C@H]2C5)(COC(=O)C)C(=O)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

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