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5,6,7,8-Tetrahydro-3H-pyrrolizin-1-ylmethyl2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoate

PubChem CID: 5380224

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Compound Synonyms HELEURINE, NSC89940, 488-00-6, [(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2R)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate, 5,6,7,8-Tetrahydro-3H-pyrrolizin-1-ylmethyl2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoate, NS00094192
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 59.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCCC2C1
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles CO[C@@H][C@@]C=O)OCC=CCN[C@H]5CCC5)))))))))))CC)C))O))C
Heavy Atom Count 21.0
Scaffold Graph Node Level C1CC2CCCN2C1
Isotope Atom Count 0.0
Molecular Complexity 421.0
Database Name cmaup_ingredients;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name [(8S)-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 1.1
Gsk 4 400 Rule True
Molecular Formula C16H27NO4
Scaffold Graph Node Bond Level C1=CC2CCCN2C1
Prediction Swissadme 1.0
Inchi Key AORFDVNAPHMKAU-IVMMDQJWSA-N
Silicos It Class Soluble
Fcsp3 0.8125
Logs -2.339
Rotatable Bond Count 7.0
Logd 1.875
Synonyms heleurine
Esol Class Very soluble
Functional Groups CC=C(C)C, CN(C)C, CO, COC, COC(C)=O
Compound Name 5,6,7,8-Tetrahydro-3H-pyrrolizin-1-ylmethyl2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoate
Prediction Hob Swissadme 1.0
Exact Mass 297.194
Formal Charge 0.0
Monoisotopic Mass 297.194
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 297.39
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.902249
Inchi InChI=1S/C16H27NO4/c1-11(2)16(19,12(3)20-4)15(18)21-10-13-7-9-17-8-5-6-14(13)17/h7,11-12,14,19H,5-6,8-10H2,1-4H3/t12-,14+,16-/m1/s1
Smiles C[C@H]([C@](C(C)C)(C(=O)OCC1=CCN2[C@H]1CCC2)O)OC
Nring 2.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Heliotropium Indicum (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788172361150; ISBN:9788185042138
  • 2. Outgoing r'ship FOUND_IN to/from Pinellia Ternata (Plant) Rel Props:Source_db:cmaup_ingredients