SCS-C006651
2,5-Piperazinedione,3,6-bis(2-methylpropyl)-
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids | Small peptides
Class: Dipeptides | Simple diketopiperazine 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
Streptomyces sp. Y009
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
South China Sea
· 0–10 cm (surface sediment)
DOI:
10.3390/microorganisms12112300
· Microorganisms
Drug-likeness (Lipinski Ro5)
Molecular Weight
226.3 Da
Threshold ≤ 500
ALogP
1.06
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:
C12H22N2O2
Molecular Weight:
226.3200 Da
SMILES:
CC(C)CC1NC(=O)C(CC(C)C)NC1=O
InChIKey:
XWYXUMDVQIOAPR-UHFFFAOYSA-N
InChI:
InChI=1S/C12H22N2O2/c1-7(2)5-9-11(15)14-10(6-8(3)4)12(16)13-9/h7-10H,5-6H2,1-4H3,(H,13,16)(H,14,15)
Calculated Properties
ALogP:
1.062 lipophilicity
TPSA:
58.20 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
4
Ring Count:
1
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.8333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006651
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
Small peptides
NPClassifier Class:
Dipeptides
Simple diketopiperazine 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 |
|---|---|---|---|---|
| Other specified activity | binding energy | cyclin-dependent protein kinase 2 (CDK2) | -6.2 kcal/mol | 10.3390/microorganisms12112300 Microorganisms |
| Antibacterial | — | reported in literature | 2,5-Piperazinedione,3,6-bis(2-methylpropyl)-, a natural product found in Bacillus subtilis, has antibacterial activity | 10.3390/microorganisms12112300 Microorganisms |