Summary

IMPPAT Phytochemical identifier: IMPHY000998

Phytochemical name: Leurosine

Synonymous chemical names:
amotin, leurosine, vinleurosine

External chemical identifiers:
CID:442111, ChEMBL:CHEMBL508191, ChEBI:6430, ZINC:ZINC000094307036, SureChEMBL:SCHEMBL156603, MolPort-039-339-190

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Chemical structure information

SMILES:
CC[C@@]12CN3CCc4c([C@@](C[C@@H]([C@H]2O1)C3)(C(=O)OC)c1cc2c(cc1OC)N([C@@H]1[C@@]32CCN2[C@H]3[C@@](CC)(C=CC2)[C@H]([C@]1(O)C(=O)OC)OC(=O)C)C)[nH]c1c4cccc1

InChI:
InChI=1S/C46H56N4O9/c1-8-42-16-12-18-50-20-17-44(37(42)50)30-21-31(34(55-5)22-33(30)48(4)38(44)46(54,41(53)57-7)39(42)58-26(3)51)45(40(52)56-6)23-27-24-49(25-43(9-2)36(27)59-43)19-15-29-28-13-10-11-14-32(28)47-35(29)45/h10-14,16,21-22,27,36-39,47,54H,8-9,15,17-20,23-25H2,1-7H3/t27-,36-,37+,38-,39-,42-,43+,44-,45+,46+/m1/s1

InChIKey:
LPGWZGMPDKDHEP-HLTPFJCJSA-N

DeepSMILES:
CC[C@]CNCCcc[C@@]C[C@@H][C@H]%11O%12))C9)))C=O)OC)))cccccc6OC))))N[C@@H][C@]5CCN[C@H]5[C@@]CC))C=CC6)))[C@H][C@]9O)C=O)OC))))OC=O)C)))))))))))C)))))))[nH]cc5cccc6

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, cOC, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CCC3Nc4ccc(C5CC6CN(CCc7c5[nH]c5ccccc75)CC5OC65)cc4C34CCN(C1)C24

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C(C3CCC4NC5CCC6CCCN7CCC5(C4C3)C67)CC3CN(CCC21)CC1OC31

Scaffold Graph level:
C1CCC2C(C1)CC1C(C3CCC4CC5CCC6CCCC7CCC5(C4C3)C67)CC3CC(CCC21)CC1CC13

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Vinca alkaloids

NP Classifier Biosynthetic pathway: Alkaloids, Terpenoids

NP Classifier Superclass: Tryptophan alkaloids, Sesquiterpenoids

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

NP-Likeness score: 1.661

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Chemical structure download