SCS-C006854
Quinolonimide
Pathway: Alkaloids
Superclass: Anthranilic acid alkaloids
Class: Acridone 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 steckii SCSIO 41025
(Penicillium)
Original source name: Penicillium steckii SCSIO 41025 (Trichocomaceae)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium steckii
South China Sea
· 21.235 N, 110.451 E
DOI:
10.1016/j.phytochem.2021.112730
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
228.2 Da
Threshold ≤ 500
ALogP
0.42
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:
C12H8N2O3
Molecular Weight:
228.2070 Da
SMILES:
Cn1c2c(c(=O)c3ccccc31)C(=O)NC2=O
InChIKey:
VMRNXWXXUDWZEX-UHFFFAOYSA-N
InChI:
InChI=1S/C12H8N2O3/c1-14-7-5-3-2-4-6(7)10(15)8-9(14)12(17)13-11(8)16/h2-5H,1H3,(H,13,16,17)
Calculated Properties
ALogP:
0.422 lipophilicity
TPSA:
68.17 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
3
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.0833 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006854
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Acridone 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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | α-glucosidase | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/j.phytochem.2021.112730 Phytochemistry |
| Enzyme inhibition | IC50 | AChE | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/j.phytochem.2021.112730 Phytochemistry |
| Antitumor | IC50 | prostate cancer cells C24B and 22RV1 | > 10.0 μM | 10.1016/j.phytochem.2021.112730 Phytochemistry |
| Antibacterial | — | Staphylococcus aureus | all of them also displayed nearly no inhibitions against two bacteria | 10.1016/j.phytochem.2021.112730 Phytochemistry |
| Antifungal | — | Curvularia australiensis; Fusarium oxysporum HNM 1003 | all of them also displayed nearly no inhibitions against... five fungi | 10.1016/j.phytochem.2021.112730 Phytochemistry |