SCS-C000292
6-deoxyaflaquinolone E
Pathway: Alkaloids
Superclass: Tryptophan alkaloids | Anthranilic acid alkaloids
Class: Quinoline 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
Scopulariopsis sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Microascales
Family
Microascaceae
Genus
Scopulariopsis
Species
NA
South China Sea
DOI:
10.1007/s10126-015-9628-x
· Bioscience, Biotechnology, and Biochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
269.3 Da
Threshold ≤ 500
ALogP
1.89
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H15NO3
Molecular Weight:
269.3000 Da
SMILES:
CO[C@@H]1C(=O)Nc2ccccc2[C@@]1(O)c1ccccc1
InChIKey:
ZJKJPVOOYVJWFU-ZBFHGGJFSA-N
InChI:
InChI=1S/C16H15NO3/c1-20-14-15(18)17-13-10-6-5-9-12(13)16(14,19)11-7-3-2-4-8-11/h2-10,14,19H,1H3,(H,17,18)/t14-,16+/m1/s1
Calculated Properties
ALogP:
1.890 lipophilicity
TPSA:
58.56 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
3
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.1875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000292
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
Anthranilic acid alkaloids
NPClassifier Class:
Quinoline 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 |
|---|---|---|---|---|
| Antibacterial | EC50 | Staphylococcus aureus | 0.86 μM | 10.1007/s10126-015-9628-x Bioscience, Biotechnology, and Biochemistry |
| Antibacterial | MIC | P.putida | 0.78 μM | 10.1007/s10126-015-9628-x Bioscience, Biotechnology, and Biochemistry |