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Sitsirikine

PubChem CID: 3050539

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Compound Synonyms Sitsirikine, 16R-sitsirikine, 1245-00-7, methyl (2R)-2-[(2S,3R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-hydroxypropanoate, (16R)-18,19-Didehydro-17-hydroxycorynan-16-carboxylic acid methyl ester, sitsirikin, HY-N1236, AKOS040758596, FS-7824, DA-67614, CS-0016637
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 65.6
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1C3CCCCC3CCC21
Np Classifier Class Corynanthe type
Deep Smiles C=C[C@H]CNCCcc[C@@H]6C[C@@H]%10[C@@H]C=O)OC)))CO))))))[nH]cc5cccc6
Heavy Atom Count 26.0
Classyfire Class Corynanthean-type alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C2CCN2CCCCC12
Isotope Atom Count 0.0
Molecular Complexity 539.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name methyl (2R)-2-[(2S,3R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-hydroxypropanoate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.4
Gsk 4 400 Rule True
Molecular Formula C21H26N2O3
Scaffold Graph Node Bond Level c1ccc2c3c([nH]c2c1)C1CCCCN1CC3
Inchi Key JGKCGXVOATXMRM-UHEFJODHSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 5.0
Synonyms sitsirikine
Esol Class Soluble
Functional Groups C=CC, CN(C)C, CO, COC(C)=O, c[nH]c
Compound Name Sitsirikine
Exact Mass 354.194
Formal Charge 0.0
Monoisotopic Mass 354.194
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 354.4
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
Inchi InChI=1S/C21H26N2O3/c1-3-13-11-23-9-8-15-14-6-4-5-7-18(14)22-20(15)19(23)10-16(13)17(12-24)21(25)26-2/h3-7,13,16-17,19,22,24H,1,8-12H2,2H3/t13-,16-,17-,19-/m0/s1
Smiles COC(=O)[C@@H](CO)[C@H]1C[C@H]2C3=C(CCN2C[C@@H]1C=C)C4=CC=CC=C4N3
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075