SCS-C007249
rubrofusarin
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthalenes and derivatives
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
Aspergillus niger SCSIO Jcsw6F30
(alga)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus niger
South China Sea
DOI:
10.1016/j.bmcl.2015.12.005
· Bioorganic & Medicinal Chemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
272.3 Da
Threshold ≤ 500
ALogP
2.67
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H12O5
Molecular Weight:
272.2560 Da
SMILES:
COc1cc(O)c2c(O)c3c(=O)cc(C)oc3cc2c1
InChIKey:
FPNKCZKRICBAKG-UHFFFAOYSA-N
InChI:
InChI=1S/C15H12O5/c1-7-3-10(16)14-12(20-7)5-8-4-9(19-2)6-11(17)13(8)15(14)18/h3-6,17-18H,1-2H3
Calculated Properties
ALogP:
2.674 lipophilicity
TPSA:
79.90 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007249
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthalenes and derivatives
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 |
|---|---|---|---|---|
| Antiviral | IC50 | CCR5-tropic HIV-1 SF162 infection | 52.900000000000006–59.5 μM | 10.1016/j.bmcl.2015.12.005 Bioorganic & Medicinal Chemistry Letters |