SCS-C007261
methyl 2-((3R,4S,6S)-4-ethyl-6-((2S)-2-ethyl-4-methyloctyl)-6-methyl-1,2-dioxan-3-yl)acetate
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
Plakortis simplex
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Homoscleromorpha
Order
Homosclerophorida
Family
Plakinidae
Genus
Plakortis
Species
Plakortis simplex
South China Sea
DOI:
10.1016/j.bmc.2014.07.034
· Bioorganic & Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
356.5 Da
Threshold ≤ 500
ALogP
5.69
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C21H40O4
Molecular Weight:
356.5470 Da
SMILES:
CCCCC(C)C[C@H](CC)C[C@@]1(C)C[C@H](CC)[C@@H](CC(=O)OC)OO1
InChIKey:
PVDHZAKYWJYCOD-ISHSYCIMSA-N
InChI:
InChI=1S/C21H40O4/c1-7-10-11-16(4)12-17(8-2)14-21(5)15-18(9-3)19(24-25-21)13-20(22)23-6/h16-19H,7-15H2,1-6H3/t16?,17-,18-,19+,21-/m0/s1
Calculated Properties
ALogP:
5.688 lipophilicity
TPSA:
44.76 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
11
Ring Count:
1
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.9524 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007261
NPClassifier Pathway:
N/A
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
No classification
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 |
|---|---|---|---|---|
| Antiparasitic | IC50 | D10 (chloroquine-sensitive) and W2 (chloroquine-resistant) Plasmodium falciparum strains | The isolated endoperoxide derivatives, with the exception of 4 ... have been tested for their in vitro antimalarial activity against D10 (CQ-S) and W2 (CQ-R) strains of Plasmodium falciparum. They showed IC50 values in the low micromolar range. | 10.1016/j.bmc.2014.07.034 Bioorganic & Medicinal Chemistry |