SCS-C000749
Sclerotioloid B
Pathway: Alkaloids
Superclass: Peptide alkaloids
Class: Simple amide 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
Aspergillus sclerotiorum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus sclerotiorum
South China Sea
DOI:
10.3390/md21040219
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
314.3 Da
Threshold ≤ 500
ALogP
0.80
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H18N2O4
Molecular Weight:
314.3300 Da
SMILES:
C#CCN(C(=O)CNC(C)=O)/C(=C\c1ccccc1)C(=O)OC
InChIKey:
WELZBDXSFPMOMU-PTNGSMBKSA-N
InChI:
InChI=1S/C17H18N2O4/c1-4-10-19(16(21)12-18-13(2)20)15(17(22)23-3)11-14-8-6-5-7-9-14/h1,5-9,11H,10,12H2,2-3H3,(H,18,20)/b15-11-
Calculated Properties
ALogP:
0.798 lipophilicity
TPSA:
75.71 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
6
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.2353 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000749
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Simple amide alkaloids
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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibition_percent | LPS-induced NO production | 28.92 ± 3.49 % | 10.3390/md21040219 Marine Drugs |