Summary

IMPPAT Phytochemical identifier: IMPHY000882

Phytochemical name: Roseadine

Synonymous chemical names:
roseadine

External chemical identifiers:
CID:44559285, ChEMBL:CHEMBL505476

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Chemical structure information

SMILES:
COC(=O)/C(=C[C@H]1CN2CCc3c([C@H]1[C@](C2)(O)CC)[nH]c1c3cccc1)/c1cc2c(cc1OC)N(C1[C@@]32CCN2C3[C@@](CC)(C=CC2)[C@H]([C@]1(O)C(=O)OC)OC(=O)C)C

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

InChIKey:
JPJKITSCFHYWLR-IMQGIZBBSA-N

DeepSMILES:
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

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CCC3Nc4ccc(C=CC5CN6CCc7c([nH]c8ccccc78)C5CC6)cc4C34CCN(C1)C24

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C3CCN(CCC21)CC3CCC1CCC2NC3CCC4CCCN5CCC3(C2C1)C45

Scaffold Graph level:
C1CCC2C(C1)CC1C3CCC(CCC21)CC3CCC1CCC2CC3CCC4CCCC5CCC3(C2C1)C45

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Plumeran-type alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Aspidosperma type, Aspidosperma-Iboga hybrid type (Vinca alkaloids), Iboga type

NP-Likeness score: 1.539

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Chemical structure download