SCS-C007831
4α-formamidogorgon-11-ene
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Gorgonane sesquiterpenoids
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
Hexabranchus sanguineus
(NA)
Kingdom
Metazoa
Phylum
Mollusca
Class
Gastropoda
Order
Nudibranchia
Family
Hexabranchidae
Genus
Hexabranchus
Species
Hexabranchus sanguineus
South China Sea
DOI:
10.1002/chem.202203858
· Chemistry – A European Journal
Drug-likeness (Lipinski Ro5)
Molecular Weight
249.4 Da
Threshold ≤ 500
ALogP
3.67
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H27NO
Molecular Weight:
249.3980 Da
SMILES:
C=C(C)[C@H]1CCC[C@@]2(C)CCC[C@@](C)(NC=O)[C@H]12
InChIKey:
JBJCEWWBNURZRA-LVQVYYBASA-N
InChI:
InChI=1S/C16H27NO/c1-12(2)13-7-5-8-15(3)9-6-10-16(4,14(13)15)17-11-18/h11,13-14H,1,5-10H2,2-4H3,(H,17,18)/t13-,14-,15+,16-/m1/s1
Calculated Properties
ALogP:
3.674 lipophilicity
TPSA:
29.10 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
1
Rotatable Bonds:
3
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.8125 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007831
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Gorgonane sesquiterpenoids
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 |
|---|---|---|---|---|
| Antibacterial | minimum inhibitory concentration | Streptococcus parauberis KSP28 | > 30.0 μg/mL | 10.1002/chem.202203858 Chemistry – A European Journal |
| Antitumor | half maximal inhibitory concentration | H1975 tumor cell line | 0.87 μM | 10.1002/chem.202203858 Chemistry – A European Journal |
| Antitumor | half maximal inhibitory concentration | MDA-MB-231 tumor cell line | 1.95 μM | 10.1002/chem.202203858 Chemistry – A European Journal |
| Antitumor | half maximal inhibitory concentration | A549 tumor cell line | 1.95 μM | 10.1002/chem.202203858 Chemistry – A European Journal |
| Antitumor | half maximal inhibitory concentration | H1299 tumor cell line | 1.95 μM | 10.1002/chem.202203858 Chemistry – A European Journal |