SCS-C006483
(6S)-3-acetyl-4-hydroxy-1,6-dimethyl-5,6-dihydropyridin-2(1H)-one (penicidihydropyridone A)
Pathway: 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
Penicillium sp. B9
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Xisha Islands
· 17°5′0.70″N, 111°31′1.39″E
DOI:
10.3390/jof8070686
· Journal of Fungi
Drug-likeness (Lipinski Ro5)
Molecular Weight
183.2 Da
Threshold ≤ 500
ALogP
0.64
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C9H13NO3
Molecular Weight:
183.2070 Da
SMILES:
CC(=O)C1=C(O)C[C@@H](C)N(C)C1=O
InChIKey:
WVOSYFZFBSKYNH-RXMQYKEDSA-N
InChI:
InChI=1S/C9H13NO3/c1-5-4-7(12)8(6(2)11)9(13)10(5)3/h5,12H,4H2,1-3H3/t5-/m1/s1
Calculated Properties
ALogP:
0.638 lipophilicity
TPSA:
57.61 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
1
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.5556 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006483
NPClassifier Pathway:
Alkaloids
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 |
|---|---|---|---|---|
| Other specified activity | inhibition rate | PD-1/PD-L1 interaction | 88.4 % | 10.3390/jof8070686 Journal of Fungi |