SCS-C000304
luteoride E
Pathway: Alkaloids
Superclass: Tryptophan alkaloids
Class: Simple indole 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 terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
South China Sea
DOI:
10.1016/j.bioorg.2018.06.029
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
300.4 Da
Threshold ≤ 500
ALogP
3.22
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:
C17H20N2O3
Molecular Weight:
300.3500 Da
SMILES:
COC(=O)/C(Cc1c[nH]c2c(CC=C(C)C)cccc12)=N\O
InChIKey:
HQNOGRIAKMEIFV-CYVLTUHYSA-N
InChI:
InChI=1S/C17H20N2O3/c1-11(2)7-8-12-5-4-6-14-13(10-18-16(12)14)9-15(19-21)17(20)22-3/h4-7,10,18,21H,8-9H2,1-3H3/b19-15-
Calculated Properties
ALogP:
3.222 lipophilicity
TPSA:
74.68 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.2941 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000304
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Simple indole 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 |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | NO production | 24.64 μM | 10.1016/j.bioorg.2018.06.029 Bioorganic Chemistry |