SCS-C008341
Tagpyrrollidone A
Pathway: Alkaloids
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
Pseudospongosorites suberitoides
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Suberitida
Family
Suberitidae
Genus
Pseudospongosorites
Species
Pseudospongosorites suberitoides
South China Sea
DOI:
10.1021/acs.orglett.4c01976
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
253.3 Da
Threshold ≤ 500
ALogP
-0.23
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H15NO5
Molecular Weight:
253.2540 Da
SMILES:
COC(=O)C1=C2CCC(=O)N2C2CC1C(O)CO2
InChIKey:
RPUMUOJTVKEMMU-UHFFFAOYSA-N
InChI:
InChI=1S/C12H15NO5/c1-17-12(16)11-6-4-10(18-5-8(6)14)13-7(11)2-3-9(13)15/h6,8,10,14H,2-5H2,1H3
Calculated Properties
ALogP:
-0.227 lipophilicity
TPSA:
76.07 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008341
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 | enzyme inhibition | AKR1B1 | compounds 2 and 3 have no inhibitory effect on the AKR1B1 enzyme in vitro assay under the initial concentration of 20 μM | 10.1021/acs.orglett.4c01976 Organic Letters |