Summary

IMPPAT Phytochemical identifier: IMPHY001259

Phytochemical name: methyl (1R,9R,10S,12R,19R)-11-acetyloxy-12-ethyl-3-[(13S,15R,17R)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1-oxido-11-aza-1-azoniatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hyd

Synonymous chemical names:
leurosidine-nb-oxide

External chemical identifiers:
CID:44559354, ChEMBL:CHEMBL524689

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Chemical structure information

SMILES:
COc1cc2N(C)[C@@H]3[C@@]4(c2c(c1)[C@]1(C[C@@H]2C[C@](O)(CC)C[N+](C2)(CCc2c1[nH]c1c2cccc1)[O-])C(=O)OC)CCN1[C@H]4[C@@](C([C@]3(O)C(=O)OC)OC(=O)C)(CC)C=CC1

InChI:
InChI=1S/C46H58N4O10/c1-8-42(54)23-28-24-45(40(52)58-6,36-31(15-20-50(56,25-28)26-42)30-13-10-11-14-33(30)47-36)32-21-29(57-5)22-34-35(32)44-17-19-49-18-12-16-43(9-2,37(44)49)39(60-27(3)51)46(55,41(53)59-7)38(44)48(34)4/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37-,38+,39?,42+,43+,44+,45-,46-,50?/m0/s1

InChIKey:
VUJJODOHYGFANA-OIYSDROBSA-N

DeepSMILES:
COcccNC)[C@@H][C@@]c5cc9)[C@]C[C@@H]C[C@]O)CC))C[N+]C6)CCcc%11[nH]cc5cccc6)))))))))))[O-])))))))C=O)OC))))))CCN[C@H]5[C@@]C[C@]9O)C=O)OC))))OC=O)C))))CC))C=CC6

Functional groups:
CC=CC, CN(C)C, CO, COC(C)=O, C[N+](C)(C)[O-], cN(C)C, cOC, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CCC3Nc4cccc(C5CC6CCC[NH+](CCc7c5[nH]c5ccccc75)C6)c4C34CCN(C1)C24

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C2CCN2CCCC(CC1C1CCCC3NC4CCC5CCCN6CCC4(C31)C56)C2

Scaffold Graph level:
C1CC2CCC3C4CCCCC4CC3C(C3CCCC4CC5CCC6CCCC7CCC5(C67)C43)CC(C1)C2

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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

NP-Likeness score: 1.412

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Chemical structure download