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Roseadine

PubChem CID: 44559285

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Compound Synonyms Roseadine, NSC 304424, Aspidospermidine-3-carboxylic acid, 4-(acetyloxyl)-6,7-didehydro-15-(2-(12-ethyl-1,2,4,5,6,7-hexahydro-12-hydroxy-3,6-ethano-3H-azocino(5,4-b)indol-5-yl)-1-(methoxycarbonyl)ethenyl)-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,15(3R,5R,6R,12R),19alpha)-, methyl (1R,10S,11R,12R)-11-acetyloxy-12-ethyl-4-((Z)-1-((1S,15R,16R)-16-ethyl-16-hydroxy-3,13-diazatetracyclo(11.2.2.02,10.04,9)heptadeca-2(10),4,6,8-tetraen-15-yl)-3-methoxy-3-oxoprop-1-en-2-yl)-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2(7),3,5,13-tetraene-10-carboxylate, methyl (1R,10S,11R,12R)-11-acetyloxy-12-ethyl-4-[(Z)-1-[(1S,15R,16R)-16-ethyl-16-hydroxy-3,13-diazatetracyclo[11.2.2.02,10.04,9]heptadeca-2(10),4,6,8-tetraen-15-yl]-3-methoxy-3-oxoprop-1-en-2-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate, CHEMBL505476
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 154.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1C3CCC(CCC21)CC3CCC1CCC2CC3CCC4CCCC5CCC3(C2C1)C45
Np Classifier Class Aspidosperma type, Aspidosperma-Iboga hybrid type (Vinca alkaloids), Iboga type
Deep Smiles COC=O)/C=C[C@H]CNCCcc[C@H]8[C@]C8)O)CC))))[nH]cc5cccc6)))))))))))))))/cccccc6OC))))NC[C@]5CCNC5[C@@]CC))C=CC6)))[C@H][C@]9O)C=O)OC))))OC=O)C)))))))))))C
Heavy Atom Count 59.0
Classyfire Class Plumeran-type alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C3CCN(CCC21)CC3CCC1CCC2NC3CCC4CCCN5CCC3(C2C1)C45
Isotope Atom Count 0.0
Molecular Complexity 1740.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name methyl (1R,10S,11R,12R)-11-acetyloxy-12-ethyl-4-[(Z)-1-[(1S,15R,16R)-16-ethyl-16-hydroxy-3,13-diazatetracyclo[11.2.2.02,10.04,9]heptadeca-2(10),4,6,8-tetraen-15-yl]-3-methoxy-3-oxoprop-1-en-2-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Alkaloids and derivatives
Xlogp 3.5
Gsk 4 400 Rule False
Molecular Formula C46H56N4O9
Scaffold Graph Node Bond Level C1=CC2CCC3Nc4ccc(C=CC5CN6CCc7c([nH]c8ccccc78)C5CC6)cc4C34CCN(C1)C24
Prediction Swissadme 0.0
Inchi Key JPJKITSCFHYWLR-IMQGIZBBSA-N
Silicos It Class Poorly soluble
Fcsp3 0.5434782608695652
Rotatable Bond Count 11.0
Synonyms roseadine
Esol Class Poorly soluble
Functional Groups CC(=O)OC, CC=CC, CN(C)C, CO, COC(C)=O, c/C(=C/C)C(=O)OC, cN(C)C, cOC, c[nH]c
Compound Name Roseadine
Prediction Hob Swissadme 0.0
Exact Mass 808.405
Formal Charge 0.0
Monoisotopic Mass 808.405
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 809.0
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Esol -6.64246819322034
Inchi InChI=1S/C46H56N4O9/c1-8-43-16-12-18-50-20-17-45(39(43)50)32-22-30(35(56-5)23-34(32)48(4)40(45)46(55,42(53)58-7)41(43)59-26(3)51)31(38(52)57-6)21-27-24-49-19-15-29-28-13-10-11-14-33(28)47-37(29)36(27)44(54,9-2)25-49/h10-14,16,21-23,27,36,39-41,47,54-55H,8-9,15,17-20,24-25H2,1-7H3/b31-21-/t27-,36-,39?,40?,41+,43+,44-,45+,46-/m0/s1
Smiles CC[C@@]1(CN2CCC3=C([C@@H]1[C@H](C2)/C=C(/C4=CC5=C(C=C4OC)N(C6[C@]57CCN8C7[C@@](C=CC8)([C@H]([C@@]6(C(=O)OC)O)OC(=O)C)CC)C)\C(=O)OC)NC9=CC=CC=C39)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all