Summary

IMPPAT Phytochemical identifier: IMPHY000372

Phytochemical name: Cycloleurosine

Synonymous chemical names:
cycloleurosine

External chemical identifiers:
CID:100953813

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Chemical structure information

SMILES:
CC[C@]12C=CCN3[C@@H]2[C@@]2([C@H]([C@@]([C@@H]1OC(=O)C)(O)C(=O)OC)N(c1c2cc(c(c1)OC)[C@]1(C[C@H]2[C@H]4O[C@@]4(CC)CN4[C@@H]2[C@@]2(C1=Nc1c2cccc1)CC4)C(=O)OC)C)CC3

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

InChIKey:
VNUBUMAYBIGPOP-KOBMCNAESA-N

DeepSMILES:
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

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CCC3Nc4ccc(C5CC6C7OC7CN7CCC8(C5=Nc5ccccc58)C67)cc4C34CCN(C1)C24

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C(C3CCC4NC5CCC6CCCN7CCC5(C4C3)C67)CC3C4OC4CN4CCC21C34

Scaffold Graph level:
C1CCC2C(C1)CC1C(C3CCC4CC5CCC6CCCC7CCC5(C4C3)C67)CC3C4CC4CC4CCC21C43

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Vinca alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Aspidosperma type

NP-Likeness score: 1.811

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Chemical structure download