SCS-C006698
aflaquinolone 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
Aspergillus versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
DOI:
10.3390/md23110429
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
285.3 Da
Threshold ≤ 500
ALogP
1.60
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H15NO4
Molecular Weight:
285.2990 Da
SMILES:
CO[C@@H]1C(=O)Nc2cccc(O)c2[C@@]1(O)c1ccccc1
InChIKey:
LHXTYJMHVVJZME-ZBFHGGJFSA-N
InChI:
InChI=1S/C16H15NO4/c1-21-14-15(19)17-11-8-5-9-12(18)13(11)16(14,20)10-6-3-2-4-7-10/h2-9,14,18,20H,1H3,(H,17,19)/t14-,16+/m1/s1
Calculated Properties
ALogP:
1.595 lipophilicity
TPSA:
78.79 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
3
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.1875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006698
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
No bioactivity data available for this compound.