SCS-C001044
chartarutine B
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Isoindole 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
Stachybotrys chartarum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Stachybotryaceae
Genus
Stachybotrys
Species
Stachybotrys chartarum
Beibu Gulf
DOI:
10.1016/j.tet.2014.07.047
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
369.5 Da
Threshold ≤ 500
ALogP
5.30
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C23H31NO3
Molecular Weight:
369.5000 Da
SMILES:
CC(C)=CCC/C(C)=C\CC/C(C)=C\Cc1c(O)cc2c(c1O)CNC2=O
InChIKey:
CADSRKLISUDMAF-GESPRJTDSA-N
InChI:
InChI=1S/C23H31NO3/c1-15(2)7-5-8-16(3)9-6-10-17(4)11-12-18-21(25)13-19-20(22(18)26)14-24-23(19)27/h7,9,11,13,25-26H,5-6,8,10,12,14H2,1-4H3,(H,24,27)/b16-9-,17-11-
Calculated Properties
ALogP:
5.303 lipophilicity
TPSA:
69.56 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
8
Ring Count:
2
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.4348 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001044
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Isoindole 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 |
|---|---|---|---|---|
| Antiviral | IC50 | HIV-1 virus | 4.9 μM | 10.1016/j.tet.2014.07.047 Tetrahedron |