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Sarpagan-16-carboxylic acid, 17-hydroxy-1-methyl-, methyl ester, (16R)-

PubChem CID: 12444908

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Compound Synonyms Voachalotine, 664-25-5, voachalotin, Sarpagan-16-carboxylic acid, 17-hydroxy-1-methyl-, methyl ester, (16R)-, Methyl (16R)-17-hydroxy-1-methylsarpagan-16-carboxylate, CHEBI:141967, IWEYXWIPVZEVPT-VQVRLUHXSA-N, DTXSID701317883, AKOS040754367, methyl (19E)-16-(hydroxymethyl)-1-methylsarpagan-17-oate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 54.7
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C3CC1CC2C1CC2CCCCC2C1C3
Np Classifier Class Corynanthe type
Deep Smiles C/C=C/CN[C@H]C[C@@H]/6[C@@][C@@H]6Ccc8nC)cc5cccc6)))))))))))CO))C=O)OC
Heavy Atom Count 27.0
Classyfire Class Macroline alkaloids
Scaffold Graph Node Level CC1CN2C3CC1CC2C1NC2CCCCC2C1C3
Isotope Atom Count 0.0
Molecular Complexity 664.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name methyl (1S,12S,13R,14S,15E)-15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 1.5
Gsk 4 400 Rule True
Molecular Formula C22H26N2O3
Scaffold Graph Node Bond Level C=C1CN2C3Cc4c([nH]c5ccccc45)C2CC1C3
Inchi Key IWEYXWIPVZEVPT-VQVRLUHXSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms voachalotine
Esol Class Soluble
Functional Groups C/C=C(/C)C, CN(C)C, CO, COC(C)=O, cn(c)C
Compound Name Sarpagan-16-carboxylic acid, 17-hydroxy-1-methyl-, methyl ester, (16R)-
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 4.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C22H26N2O3/c1-4-13-11-24-18-10-16(13)22(12-25,21(26)27-3)19(24)9-15-14-7-5-6-8-17(14)23(2)20(15)18/h4-8,16,18-19,25H,9-12H2,1-3H3/b13-4-/t16-,18-,19-,22+/m0/s1
Smiles C/C=C\1/CN2[C@H]3C[C@@H]1[C@@]([C@@H]2CC4=C3N(C5=CC=CC=C45)C)(CO)C(=O)OC
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:ISBN:9788185042053