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methyl (2R)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-azabicyclo[3.2.1]octane-2-carboxylate

PubChem CID: 20054874

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Compound Synonyms SCHEMBL917539
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 55.8
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CCC1CCCCC1)CC1CC2CCC(C2)C1
Np Classifier Class Tropane alkaloids
Deep Smiles COC=O)[C@H]COC=O)/C=C/cccccc6))))))))))CCNC6CC5)))C
Heavy Atom Count 24.0
Classyfire Class Cinnamic acids and derivatives
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CC2CCC(C1)N2
Classyfire Subclass Cinnamic acid esters
Isotope Atom Count 0.0
Molecular Complexity 498.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 1.0
Iupac Name methyl (2R)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-azabicyclo[3.2.1]octane-2-carboxylate
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 2.7
Gsk 4 400 Rule True
Molecular Formula C19H23NO4
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CC2CCC(C1)N2
Inchi Key MQIXMJWNEKUAOZ-GKMMPQBVSA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
Synonyms cinnamoylcocaine, cinnamylcocaine
Esol Class Soluble
Functional Groups CN(C)C, COC(C)=O, c/C=C/C(=O)OC
Compound Name methyl (2R)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-azabicyclo[3.2.1]octane-2-carboxylate
Exact Mass 329.163
Formal Charge 0.0
Monoisotopic Mass 329.163
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 329.4
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
Inchi InChI=1S/C19H23NO4/c1-20-14-9-10-15(20)18(19(22)23-2)16(12-14)24-17(21)11-8-13-6-4-3-5-7-13/h3-8,11,14-16,18H,9-10,12H2,1-2H3/b11-8+/t14?,15?,16?,18-/m1/s1
Smiles CN1C2CCC1[C@H](C(C2)OC(=O)/C=C/C3=CC=CC=C3)C(=O)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

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