SCS-C000572
oxoaplysinopsin B
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Purine 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:
10.1038/s41598-019-38696-3
· Scientific Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
275.3 Da
Threshold ≤ 500
ALogP
-0.28
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H13N3O4
Molecular Weight:
275.2640 Da
SMILES:
CN1C(=O)C(C2(O)C(=O)Nc3ccccc32)N(C)C1=O
InChIKey:
QMZONWSFJFCMQO-UHFFFAOYSA-N
InChI:
InChI=1S/C13H13N3O4/c1-15-9(10(17)16(2)12(15)19)13(20)7-5-3-4-6-8(7)14-11(13)18/h3-6,9,20H,1-2H3,(H,14,18)
Calculated Properties
ALogP:
-0.281 lipophilicity
TPSA:
89.95 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3077 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000572
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Purine 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 |
|---|---|---|---|---|
| Enzyme inhibition | — | tyrosine phosphatase 1B | 18.3 μM | 10.1038/s41598-019-38696-3 Scientific Reports |