SCS-C001720
spiroreticulatine
Pathway: Alkaloids
Superclass: Histidine alkaloids
Class: Imidazole alkaloids
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
Fascaplysinopsis reticulata
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Thorectidae
Genus
Fascaplysinopsis
Species
Fascaplysinopsis reticulata
Xisha Islands
DOI:
10.1021/acs.joc.5b00868
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
301.3 Da
Threshold ≤ 500
ALogP
0.87
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H15N3O4
Molecular Weight:
301.3000 Da
SMILES:
COC1=C[C@@]2(C(=O)N(C)C(=O)N2C)N(C=O)c2ccccc21
InChIKey:
UFKOTOQRCXOMPT-HNNXBMFYSA-N
InChI:
InChI=1S/C15H15N3O4/c1-16-13(20)15(17(2)14(16)21)8-12(22-3)10-6-4-5-7-11(10)18(15)9-19/h4-9H,1-3H3/t15-/m0/s1
Calculated Properties
ALogP:
0.870 lipophilicity
TPSA:
70.16 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
3
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.2667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001720
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Histidine alkaloids
NPClassifier Class:
Imidazole 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 |
|---|---|---|---|---|
| Antitumor | — | Jurkat T cells, IL-2 secretion | 50.0 μM | 10.1021/acs.joc.5b00868 The Journal of Organic Chemistry |