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5-Oxoleurosine

PubChem CID: 124201479

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Compound Synonyms 5-Oxoleurosine, Vincaleukoblastine, 4'-deoxy-3',4'-epoxy-5'-oxo-, (3'beta)-, 61017-56-9
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 163.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1C2CCC3C4CCCCC4CC3C(C3CCC4CC5CCC6CCCC7CCC5(C4C3)C67)CC(C2)C2CC12
Np Classifier Class Aspidosperma type, Aspidosperma-Iboga hybrid type (Vinca alkaloids)
Deep Smiles COcccNC)CCc5cc9[C@]CCCNCCcc9[nH]cc5cccc6)))))))))))C=O)[C@][C@@H]6O3))CC))))))))C=O)OC)))))))CCNC5[C@@][C@H]C9O)C=O)OC))))OC=O)C))))CC))C=CC6
Heavy Atom Count 60.0
Classyfire Class Vinca alkaloids
Scaffold Graph Node Level OC1C2OC2C2CC(C3CCC4NC5CCC6CCCN7CCC5(C4C3)C67)C3NC4CCCCC4C3CCN1C2
Isotope Atom Count 0.0
Molecular Complexity 1830.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name methyl (13S,16R,18R)-13-[(11R,12R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-19-oxo-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate
Veber Rule False
Classyfire Superclass Alkaloids and derivatives
Xlogp 3.2
Gsk 4 400 Rule False
Molecular Formula C46H54N4O10
Scaffold Graph Node Bond Level O=C1C2OC2C2CC(c3ccc4c(c3)C35CCN6CC=CC(CCC3N4)C65)c3[nH]c4ccccc4c3CCN1C2
Inchi Key IXEWHIPHOXLHJV-YBLQZKTJSA-N
Silicos It Class Poorly soluble
Rotatable Bond Count 10.0
Synonyms 21'-oxoleurosine, 5'-oxoeurosine
Esol Class Poorly soluble
Functional Groups CC(=O)OC, CC=CC, CN(C)C, CN1CC[C@H]2O[C@@]2(C)C1=O, CO, COC(C)=O, cN(C)C, cOC, c[nH]c
Compound Name 5-Oxoleurosine
Exact Mass 822.384
Formal Charge 0.0
Monoisotopic Mass 822.384
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 822.9
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C46H54N4O10/c1-8-42-16-12-18-49-20-17-43(36(42)49)29-21-30(33(56-5)22-32(29)48(4)37(43)46(55,41(54)58-7)38(42)59-25(3)51)44(40(53)57-6)23-26-24-50(39(52)45(9-2)35(26)60-45)19-15-28-27-13-10-11-14-31(27)47-34(28)44/h10-14,16,21-22,26,35-38,47,55H,8-9,15,17-20,23-24H2,1-7H3/t26?,35-,36?,37?,38-,42-,43?,44+,45-,46?/m1/s1
Smiles CC[C@@]12C=CCN3C1C4(CC3)C(C([C@@H]2OC(=O)C)(C(=O)OC)O)N(C5=CC(=C(C=C45)[C@]6(CC7CN(CCC8=C6NC9=CC=CC=C89)C(=O)[C@]1([C@@H]7O1)CC)C(=O)OC)OC)C
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule False
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