SCS-C001145
Leptospyranonaphthazarin A
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthoquinones
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
Leptosphaerulina sp. SKS032
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Didymellaceae
Genus
Leptosphaerulina
Species
NA
Beibu Gulf
DOI:
10.1016/j.phytol.2017.05.010
· Phytochemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
288.2 Da
Threshold ≤ 500
ALogP
1.82
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H12O6
Molecular Weight:
288.2500 Da
SMILES:
COC1=C(O)c2cc3c(c(O)c2C(=O)C1=O)C=CC(C)O3
InChIKey:
HUCLVUXQLWLCIF-UHFFFAOYSA-N
InChI:
InChI=1S/C15H12O6/c1-6-3-4-7-9(21-6)5-8-10(11(7)16)13(18)14(19)15(20-2)12(8)17/h3-6,16-17H,1-2H3
Calculated Properties
ALogP:
1.825 lipophilicity
TPSA:
93.06 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
3
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.2000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001145
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthoquinones
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 | Staphylococcus aureus | 25.0 μg/mL | 10.1016/j.phytol.2017.05.010 Phytochemistry Letters |