SCS-C000346
aspergilliamide
Pathway: Alkaloids
Superclass: Peptide alkaloids
Class: Simple amide alkaloids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.1016/j.fct.2012.11.037
· Food and Chemical Toxicology
Drug-likeness (Lipinski Ro5)
Molecular Weight
228.3 Da
Threshold ≤ 500
ALogP
1.55
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C11H20N2O3
Molecular Weight:
228.2900 Da
SMILES:
CC(C)CC(=O)NC(=O)/C(CC(C)C)=N/O
InChIKey:
ZBPZAHHJROEFGA-UKTHLTGXSA-N
InChI:
InChI=1S/C11H20N2O3/c1-7(2)5-9(13-16)11(15)12-10(14)6-8(3)4/h7-8,16H,5-6H2,1-4H3,(H,12,14,15)/b13-9+
Calculated Properties
ALogP:
1.552 lipophilicity
TPSA:
78.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
0
(0 aromatic)
Chiral Centers:
0
Fsp³:
0.7273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000346
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Simple amide alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Toxicity | LC50 | Artemia salina | 71.09 μM | 10.1016/j.fct.2012.11.037 Food and Chemical Toxicology |