SCS-C001602
asperterphenyl E
Pathway: Shikimates and Phenylpropanoids
Superclass: Terphenyls
Class: p-Terphenyls
Chemical Structure
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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. SCSIO 41315
(coral-derived fungus)
Original source name: Aspergillus sp. SCSIO41315
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Weizhou Island
DOI:
10.1016/j.bioorg.2023.106357
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
386.4 Da
Threshold ≤ 500
ALogP
2.57
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H18O8
Molecular Weight:
386.3560 Da
SMILES:
COc1cc(C2=CC(=O)OC2CC(=O)O)c(OC)c(O)c1-c1ccc(O)cc1
InChIKey:
CLNCCYGZTAZYLJ-UHFFFAOYSA-N
InChI:
InChI=1S/C20H18O8/c1-26-15-7-13(12-8-17(24)28-14(12)9-16(22)23)20(27-2)19(25)18(15)10-3-5-11(21)6-4-10/h3-8,14,21,25H,9H2,1-2H3,(H,22,23)
Calculated Properties
ALogP:
2.566 lipophilicity
TPSA:
122.52 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
6
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.2000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001602
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Terphenyls
NPClassifier Class:
p-Terphenyls
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 | IC50 | Neuraminidase | 5.91 ± 2.12 μM | 10.1016/j.bioorg.2023.106357 Bioorganic Chemistry |
| Antiviral | IC50 | Neuraminidase | 6.63 ± 1.5 μM | 10.1016/j.bioorg.2023.106357 Bioorganic Chemistry |