SCS-C006814
pestallic acid G
Pathway: Shikimates and Phenylpropanoids
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
Pestalotiopsis neglecta
(SCSIO41403)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Pestalotiopsis
Species
Pestalotiopsis neglecta
South China Sea
DOI:
10.1038/s41429-020-0308-3
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
231.3 Da
Threshold ≤ 500
ALogP
2.89
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:
C13H13NO3
Molecular Weight:
231.2510 Da
SMILES:
C/C(=C\CC(=O)O)c1cc2cc(N)ccc2o1
InChIKey:
BKGWWBGUPZYSPX-KRXBUXKQSA-N
InChI:
InChI=1S/C13H13NO3/c1-8(2-5-13(15)16)12-7-9-6-10(14)3-4-11(9)17-12/h2-4,6-7H,5,14H2,1H3,(H,15,16)/b8-2+
Calculated Properties
ALogP:
2.893 lipophilicity
TPSA:
76.46 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1538 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006814
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Antiviral | — | Dengue virus | All compounds were evaluated for their activities against Dengue virus infectivity by the cell-based cytopathic effect (CPE) assay, however none of them showed obvious activities with 10 μM. | 10.1038/s41429-020-0308-3 The Journal of Antibiotics |
| Anti-inflammatory | — | COX-2 | Compounds 1, 2 and 5–7 were assessed for their COX-2 inhibitory activities using the COX (ovine) inhibitor screening kit with a series of concentrations | 10.1038/s41429-020-0308-3 The Journal of Antibiotics |