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methyl (Z)-2-[(2S,3R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate

PubChem CID: 3000320

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Compound Synonyms methyl (Z)-2-[(2S,3R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate, SCHEMBL3084853, Indolo[2,3-a]quinolizine-2-acetic acid, 3-ethenyl-1,2,3,4,6,7,12,12b-octahydro-alpha-(methoxymethylene)-, methyl ester, (alphaE,2S,3R,12bS)-, AKOS037515116, FS-8022, (16E)-16,17,18,19-Tetradehydro-17-methoxycorynan-16-carboxylic acid methyl ester, methyl (Z)-2-[(2S,3R,12bS)-3-vinyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxy-prop-2-enoate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 54.6
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1C3CCCCC3CCC21
Np Classifier Class Corynanthe type
Deep Smiles CO/C=C/[C@H]C[C@@H]NC[C@@H]6C=C))))CCcc6[nH]cc5cccc6)))))))))))))))C=O)OC
Heavy Atom Count 27.0
Classyfire Class Corynanthean-type alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C2CCN2CCCCC12
Isotope Atom Count 0.0
Molecular Complexity 604.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name methyl (Z)-2-[(2S,3R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 3.2
Gsk 4 400 Rule True
Molecular Formula C22H26N2O3
Scaffold Graph Node Bond Level c1ccc2c3c([nH]c2c1)C1CCCCN1CC3
Prediction Swissadme 1.0
Inchi Key TZUGIFAYWNNSAO-CPHCKLLXSA-N
Silicos It Class Moderately soluble
Fcsp3 0.4090909090909091
Logs -3.58
Rotatable Bond Count 5.0
Logd 3.597
Synonyms corynantheine
Esol Class Moderately soluble
Functional Groups C=CC, CN(C)C, CO/C=C(/C)C(=O)OC, c[nH]c
Compound Name methyl (Z)-2-[(2S,3R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
Prediction Hob Swissadme 1.0
Exact Mass 366.194
Formal Charge 0.0
Monoisotopic Mass 366.194
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 366.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -4.032124866666668
Inchi InChI=1S/C22H26N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h4-8,13-14,17,20,23H,1,9-12H2,2-3H3/b18-13-/t14-,17-,20-/m0/s1
Smiles CO/C=C(/[C@H]1C[C@H]2C3=C(CCN2C[C@@H]1C=C)C4=CC=CC=C4N3)\C(=O)OC
Nring 4.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
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
  • 2. Outgoing r'ship FOUND_IN to/from Uncaria Macrophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Uncaria Rhynchophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Uncaria Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all