SCS-C000309
neoaspergillic acid
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Tetramate alkaloids | Peptide alkaloids
Class: Pyrazine and Piperazine 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
224.3 Da
Threshold ≤ 500
ALogP
1.88
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H20N2O2
Molecular Weight:
224.3000 Da
SMILES:
CC(C)Cc1ncc(CC(C)C)n(O)c1=O
InChIKey:
VIXDKWMATBSRFJ-UHFFFAOYSA-N
InChI:
InChI=1S/C12H20N2O2/c1-8(2)5-10-7-13-11(6-9(3)4)12(15)14(10)16/h7-9,16H,5-6H2,1-4H3
Calculated Properties
ALogP:
1.878 lipophilicity
TPSA:
55.12 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000309
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Tetramate alkaloids
Peptide alkaloids
NPClassifier Class:
Pyrazine and Piperazine 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 |
|---|---|---|---|---|
| Antitumor | IC50 | BEL-7402; SGC-7901; K562 | 90.08 μM | 10.1016/j.fct.2012.11.037 Food and Chemical Toxicology |
| Antitumor | IC50 | K562 | 22.2 μM | 10.1016/j.fct.2012.11.037 Food and Chemical Toxicology |
| Antibacterial | MIC | E.coli | 1.0 μg/mL | 10.1016/j.fct.2012.11.037 Food and Chemical Toxicology |