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methyl (1R,10S,12R,13R,15S,20S)-10-[(1R,9R,10S,11R,12R,19R)-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]-15-ethyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,8-tetraene-10-carboxylate

PubChem CID: 100953813

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 143.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1C(C3CCC4CC5CCC6CCCC7CCC5(C4C3)C67)CC3C4CC4CC4CCC21C43
Np Classifier Class Aspidosperma type
Deep Smiles CC[C@@]C=CCN[C@@H]6[C@@][C@H][C@@][C@@H]%10OC=O)C))))O)C=O)OC))))Ncc5cccc6)OC)))[C@]C[C@H][C@H]O[C@@]3CC))CN[C@@H]7[C@@]C%11=Ncc5cccc6))))))))CC5)))))))))))C=O)OC))))))))C)))CC5
Heavy Atom Count 59.0
Classyfire Class Vinca alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C(C3CCC4NC5CCC6CCCN7CCC5(C4C3)C67)CC3C4OC4CN4CCC21C34
Isotope Atom Count 0.0
Molecular Complexity 1890.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 12.0
Iupac Name methyl (1R,10S,12R,13R,15S,20S)-10-[(1R,9R,10S,11R,12R,19R)-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]-15-ethyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,8-tetraene-10-carboxylate
Veber Rule False
Classyfire Superclass Alkaloids and derivatives
Xlogp 4.1
Gsk 4 400 Rule False
Molecular Formula C46H54N4O9
Scaffold Graph Node Bond Level C1=CC2CCC3Nc4ccc(C5CC6C7OC7CN7CCC8(C5=Nc5ccccc58)C67)cc4C34CCN(C1)C24
Inchi Key VNUBUMAYBIGPOP-KOBMCNAESA-N
Silicos It Class Poorly soluble
Rotatable Bond Count 10.0
Synonyms cycloleurosine
Esol Class Poorly soluble
Functional Groups CC(=O)OC, CC=CC, CN(C)C, CO, COC(C)=O, C[C@]1(C)O[C@@H]1C, cN(C)C, cN=C(C)C, cOC
Compound Name methyl (1R,10S,12R,13R,15S,20S)-10-[(1R,9R,10S,11R,12R,19R)-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]-15-ethyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,8-tetraene-10-carboxylate
Exact Mass 806.389
Formal Charge 0.0
Monoisotopic Mass 806.389
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 806.9
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C46H54N4O9/c1-8-41-15-12-18-49-19-17-44(36(41)49)28-21-29(32(55-5)22-31(28)48(4)37(44)46(54,40(53)57-7)38(41)58-25(3)51)45(39(52)56-6)23-26-33-43(27-13-10-11-14-30(27)47-35(43)45)16-20-50(33)24-42(9-2)34(26)59-42/h10-15,21-22,26,33-34,36-38,54H,8-9,16-20,23-24H2,1-7H3/t26-,33+,34-,36+,37-,38-,41-,42+,43-,44-,45+,46+/m1/s1
Smiles CC[C@]12CN3CC[C@@]45[C@@H]3[C@H]([C@H]1O2)C[C@@](C4=NC6=CC=CC=C56)(C7=C(C=C8C(=C7)[C@]91CCN2[C@H]9[C@@](C=CC2)([C@H]([C@@]([C@@H]1N8C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC
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