SCS-C000484
geodin
Pathway: Polyketides
Superclass: Aromatic polyketides
Class: Griseofulvins
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.1007/s10600-018-2402-3
· Chemistry of Natural Compounds
Drug-likeness (Lipinski Ro5)
Molecular Weight
399.2 Da
Threshold ≤ 500
ALogP
2.53
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H12Cl2O7
Molecular Weight:
399.2000 Da
SMILES:
COC(=O)C1=CC(=O)C=C(OC)C12Oc1c(Cl)c(C)c(Cl)c(O)c1C2=O
InChIKey:
LUBKKVGXMXTXOZ-UHFFFAOYSA-N
InChI:
InChI=1S/C17H12Cl2O7/c1-6-11(18)13(21)10-14(12(6)19)26-17(15(10)22)8(16(23)25-3)4-7(20)5-9(17)24-2/h4-5,21H,1-3H3
Calculated Properties
ALogP:
2.534 lipophilicity
TPSA:
99.13 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
3
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.2353 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000484
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
Griseofulvins
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 |
|---|---|---|---|---|
| Antitumor | IC50 | BT474,NCI-H460,H-1975,K562,DU145,A549 | 8.88–14.44 μM | 10.1007/s10600-018-2402-3 Chemistry of Natural Compounds |