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(2S,3R)-((1R,7aS)-hexahydro-1H-pyrrolizin-1-yl)methyl 2,3-dihydroxy-2-isopropylbutanoate

PubChem CID: 11869576

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Compound Synonyms Trachelanthamine, 14140-18-2, (2S,3R)-((1R,7aS)-hexahydro-1H-pyrrolizin-1-yl)methyl 2,3-dihydroxy-2-isopropylbutanoate, [(1R,8S)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate, (2S,3R)-2,3-Dihydroxy-2-isopropylbutanoic acid [(1R,7aS)-2,3,5,6,7,7a-hexahydro-1H-pyrrolizin-1-yl]methyl ester, DTXSID60931088, HY-N8623, AKOS040762437, DA-68296, CS-0148750, NS00094184, [(1R,7aS)-hexahydro-1H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 70.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCCC2C1
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles CC[C@@]C=O)OC[C@@H]CCN[C@H]5CCC5)))))))))))[C@H]O)C))O))C
Heavy Atom Count 20.0
Classyfire Class Pyrrolizidines
Scaffold Graph Node Level C1CC2CCCN2C1
Isotope Atom Count 0.0
Molecular Complexity 360.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(1R,8S)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 1.4
Gsk 4 400 Rule True
Molecular Formula C15H27NO4
Scaffold Graph Node Bond Level C1CC2CCCN2C1
Prediction Swissadme 1.0
Inchi Key BWQSLRZZOVFVHJ-OSFYFWSMSA-N
Silicos It Class Soluble
Fcsp3 0.9333333333333332
Logs -1.738
Rotatable Bond Count 6.0
Logd 1.085
Synonyms trachelanthamine
Esol Class Soluble
Functional Groups CN(C)C, CO, COC(C)=O
Compound Name (2S,3R)-((1R,7aS)-hexahydro-1H-pyrrolizin-1-yl)methyl 2,3-dihydroxy-2-isopropylbutanoate
Prediction Hob Swissadme 1.0
Exact Mass 285.194
Formal Charge 0.0
Monoisotopic Mass 285.194
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 285.38
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.082780799999999
Inchi InChI=1S/C15H27NO4/c1-10(2)15(19,11(3)17)14(18)20-9-12-6-8-16-7-4-5-13(12)16/h10-13,17,19H,4-9H2,1-3H3/t11-,12+,13+,15+/m1/s1
Smiles C[C@H]([C@@](C(C)C)(C(=O)OC[C@@H]1CCN2[C@H]1CCC2)O)O
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 Asystasia Intrusa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Dillenia Pentagyna (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Diplacus Aurantiacus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Heliotropium Indicum (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075
  • 5. Outgoing r'ship FOUND_IN to/from Schisandra Rubriflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all