Summary

IMPPAT Phytochemical identifier: IMPHY001186

Phytochemical name: (2S,3S)-2-(dimethylamino)-3-methyl-N-[(3R,4S,7S,10E)-7-(2-methylpropyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]pentanamide

Synonymous chemical names:
frangulanine

External chemical identifiers:
CID:101967141

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Chemical structure information

SMILES:
CC[C@@H]([C@@H](C(=O)N[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N/C=Cc2ccc(O[C@@H]1C(C)C)cc2)N(C)C)C

InChI:
InChI=1S/C28H44N4O4/c1-9-19(6)24(32(7)8)28(35)31-23-25(18(4)5)36-21-12-10-20(11-13-21)14-15-29-26(33)22(16-17(2)3)30-27(23)34/h10-15,17-19,22-25H,9,16H2,1-8H3,(H,29,33)(H,30,34)(H,31,35)/b15-14-/t19-,22-,23-,24-,25+/m0/s1

InChIKey:
ULQXKOIGVXLOOC-TYCDZCMWSA-N

DeepSMILES:
CC[C@@H][C@@H]C=O)N[C@@H]C=O)N[C@@H]CCC)C)))C=O)N/C=CccccO[C@@H]%14CC)C))))cc6))))))))))))))))NC)C)))C

Functional groups:
CN(C)C, CNC(C)=O, c/C=CNC(C)=O, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CNC(=O)CCOc2ccc(cc2)C=CN1

Scaffold Graph/Node level:
OC1CCOC2CCC(CCNC(O)CN1)CC2

Scaffold Graph level:
CC1CCCC2CCC(CCCC(C)CC1)CC2

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic acids and derivatives

ClassyFire Class: Carboxylic acids and derivatives

ClassyFire Subclass: Amino acids, peptides, and analogues

NP Classifier Biosynthetic pathway: Alkaloids, Amino acids and Peptides

NP Classifier Superclass: Peptide alkaloids

NP Classifier Class: Ansa peptide alkaloids

NP-Likeness score: 2.059

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Chemical structure download