SCS-C000860
penoxazolone A
Pathway: Alkaloids
Superclass: Anthranilic acid alkaloids
Class: Quinazoline 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 oxalicum
(deep-sea fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium oxalicum
South China Sea
DOI:
10.3390/md19010009
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
324.3 Da
Threshold ≤ 500
ALogP
2.06
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H16N2O4
Molecular Weight:
324.3000 Da
SMILES:
COC(=O)[C@@H](Cc1ccc(O)cc1)n1cnc2ccccc2c1=O
InChIKey:
XPQLPNRQDBHDTQ-MRXNPFEDSA-N
InChI:
InChI=1S/C18H16N2O4/c1-24-18(23)16(10-12-6-8-13(21)9-7-12)20-11-19-15-5-3-2-4-14(15)17(20)22/h2-9,11,16,21H,10H2,1H3/t16-/m1/s1
Calculated Properties
ALogP:
2.059 lipophilicity
TPSA:
81.42 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
3
(3 aromatic)
Chiral Centers:
1
Fsp³:
0.1667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000860
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Quinazoline 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 |
|---|---|---|---|---|
| Antibacterial | IC50 | Vibrio harveyi; Vibrio parahaemolyticus | 0.57–9.1 μg/mL | 10.3390/md19010009 Marine Drugs |
| Antibacterial | inhibition_zone | Vibrio harveyi; Vibrio parahaemolyticus | > 10.0 mm | 10.3390/md19010009 Marine Drugs |