SCS-C006192
4-hydroxy-3-methyl-2(1H)-quinolinone
Pathway: Alkaloids
Superclass: Tryptophan alkaloids | Anthranilic acid alkaloids
Class: Quinoline 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.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.3390/md17070398
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
205.2 Da
Threshold ≤ 500
ALogP
1.25
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:
C11H11NO3
Molecular Weight:
205.2130 Da
SMILES:
COc1c(O)c2ccccc2n(C)c1=O
InChIKey:
UYDLHTOWSNBXTM-UHFFFAOYSA-N
InChI:
InChI=1S/C11H11NO3/c1-12-8-6-4-3-5-7(8)9(13)10(15-2)11(12)14/h3-6,13H,1-2H3
Calculated Properties
ALogP:
1.253 lipophilicity
TPSA:
51.46 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1818 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006192
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
Anthranilic acid alkaloids
NPClassifier Class:
Quinoline 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 | MIC | A. baumannii, Klebsiella pneumonia, Escherichia coli, S. aureus, Enterococcus faecalis | > 100.0 μg/mL | 10.3390/md17070398 Marine Drugs |
| Antitumor | inhibitory activity | MGC803, MDA-MB-231, C4-2B, 143B, A549 | < 5.0 μM | 10.3390/md17070398 Marine Drugs |