Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID000509

Phytochemical name: Aurantiamide

Synonymous chemical names:
aurantiamide

External chemical identifiers:
CID:CID_185904, ChEMBL:CHEMBL475827, ZINC:ZINC000006096537, SureChEMBL:SCHEMBL4372161, MolPort-035-705-667

---

Chemical structure information

SMILES:
OC[C@@H](NC(=O)[C@@H](NC(=O)c1ccccc1)Cc1ccccc1)Cc1ccccc1

InChI:
InChI=1S/C25H26N2O3/c28-18-22(16-19-10-4-1-5-11-19)26-25(30)23(17-20-12-6-2-7-13-20)27-24(29)21-14-8-3-9-15-21/h1-15,22-23,28H,16-18H2,(H,26,30)(H,27,29)/t22-,23-/m0/s1

InChIKey:
KSVKECXWDNCRTM-GOTSBHOMSA-N

DeepSMILES:
OC[C@@H]NC=O)[C@@H]NC=O)cccccc6))))))))Ccccccc6))))))))))Ccccccc6

Functional groups:
CO, CNC(C)=O, cC(=O)NC

Link to spectral information:
MSBNK-AAFC-AC000714, MSBNK-AAFC-AC000715, MSBNK-AAFC-AC000716, MSBNK-AAFC-AC000717, MSBNK-AAFC-AC000718

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(NC(Cc1ccccc1)C(=O)NCCc1ccccc1)c1ccccc1

Scaffold Graph/Node level:
OC(NC(CC1CCCCC1)C(O)NCCC1CCCCC1)C1CCCCC1

Scaffold Graph level:
CC(CC(CC1CCCCC1)C(C)CCCC1CCCCC1)C1CCCCC1

---

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, Small peptides

NP Classifier Class: Dipeptides, Simple amide alkaloids

NP-Likeness score: -0.19

---

Chemical structure download