Summary

IMPPAT Phytochemical identifier: IMPHY015110

Phytochemical name: (1R,18S,19R,20S)-19-Ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

Synonymous chemical names:
vincosamide

External chemical identifiers:
CID:10163855, ChEMBL:CHEMBL4447303, ChEBI:141963, ZINC:ZINC000038139549, MolPort-035-705-744

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@H]2OC=C3[C@H]([C@H]2C=C)C[C@H]2N(C3=O)CCc3c2[nH]c2c3cccc2)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C26H30N2O8/c1-2-12-15-9-18-20-14(13-5-3-4-6-17(13)27-20)7-8-28(18)24(33)16(15)11-34-25(12)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-6,11-12,15,18-19,21-23,25-27,29-32H,1,7-10H2/t12-,15+,18-,19-,21-,22+,23-,25+,26+/m1/s1

InChIKey:
LBRPLJCNRZUXLS-AZVRXDBZSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@@H]OC=C[C@H][C@H]6C=C)))C[C@H]NC6=O))CCcc6[nH]cc5cccc6))))))))))))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
C=CC, CN(C)C(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, CO, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C2=COC(OC3CCCCO3)CC2CC2c3[nH]c4ccccc4c3CCN12

Scaffold Graph/Node level:
OC1C2COC(OC3CCCCO3)CC2CC2C3NC4CCCCC4C3CCN12

Scaffold Graph level:
CC1C2CCC(CC3CCCCC3)CC2CC2C1CCC1C3CCCCC3CC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Pyridoindoles

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Carboline alkaloids

NP-Likeness score: 2.18

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Chemical structure download