SCS-C001992
A10
Pathway: Alkaloids
Superclass: Lysine alkaloids
Class: Piperidine 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
Sinularia hirta
(Sinularia brevicaulis)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia hirta
Yalong Bay
DOI:
10.27690/d.cnki.ggdyk.2021.000158
· CNKI Dissertation
Drug-likeness (Lipinski Ro5)
Molecular Weight
246.3 Da
Threshold ≤ 500
ALogP
0.15
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H14N2O3
Molecular Weight:
246.2600 Da
SMILES:
O=C1CC[C@H](NC(=O)Cc2ccccc2)C(=O)N1
InChIKey:
OQGRFQCUGLKSAV-JTQLQIEISA-N
InChI:
InChI=1S/C13H14N2O3/c16-11-7-6-10(13(18)15-11)14-12(17)8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,17)(H,15,16,18)/t10-/m0/s1
Calculated Properties
ALogP:
0.150 lipophilicity
TPSA:
75.27 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.3077 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001992
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Lysine alkaloids
NPClassifier Class:
Piperidine 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 | IC50 | Capan-1 | 6.03 ± 1.93 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | A549 | 7.3 ± 7.3 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | HT-29 | 2.13 ± 2.13 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | SNU-398 | 2.61 ± 2.61 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |