SCS-C006351
2-methyl-3-propyl-prodiginine
Pathway: Alkaloids
Superclass: Proline alkaloids
Class: Prodigiosins
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
Hahella chejuensis NBU794
(NA)
Kingdom
Pseudomonadati
Phylum
Pseudomonadota
Class
Gammaproteobacteria
Order
Oceanospirillales
Family
Hahellaceae
Genus
Hahella
Species
Hahella chejuensis
South China Sea
DOI:
10.3390/md20040269
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
295.4 Da
Threshold ≤ 500
ALogP
4.56
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H21N3O
Molecular Weight:
295.3860 Da
SMILES:
CCCC1=C/C(=C\c2[nH]c(-c3ccc[nH]3)cc2OC)N=C1C
InChIKey:
FMWPAYAVVYQVCF-GXDHUFHOSA-N
InChI:
InChI=1S/C18H21N3O/c1-4-6-13-9-14(20-12(13)2)10-17-18(22-3)11-16(21-17)15-7-5-8-19-15/h5,7-11,19,21H,4,6H2,1-3H3/b14-10+
Calculated Properties
ALogP:
4.560 lipophilicity
TPSA:
53.17 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
5
Ring Count:
3
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.2778 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006351
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Proline alkaloids
NPClassifier Class:
Prodigiosins
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 | MIC | Methicillin-resistant Staphylococcus aureus | 50.0 μg/mL | 10.3390/md20040269 Marine Drugs |
| Antibacterial | MIC | Bacillus subtilis | 12.5–25.0 μg/mL | 10.3390/md20040269 Marine Drugs |