SCS-C002244
3-Isobutylidene-6-methyl-piperazine-2,5-dione
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: 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
Bacterium L-4
(coral-derived bacterium L-4)
Kingdom
NA
Phylum
NA
Class
NA
Order
NA
Family
NA
Genus
NA
Species
NA
Xisha Islands
L-4., 2013.
Drug-likeness (Lipinski Ro5)
Molecular Weight
182.0 Da
Threshold ≤ 500
ALogP
0.16
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:
C9H14N2O2
Molecular Weight:
182.0000 Da
SMILES:
CC(C)/C=C1/NC(=O)C(C)NC1=O
InChIKey:
CMAZZORFNVWTEF-QPJJXVBHSA-N
InChI:
InChI=1S/C9H14N2O2/c1-5(2)4-7-9(13)10-6(3)8(12)11-7/h4-6H,1-3H3,(H,10,13)(H,11,12)/b7-4+
Calculated Properties
ALogP:
0.161 lipophilicity
TPSA:
58.20 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
1
Ring Count:
1
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.5556 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002244
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
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 |
|---|---|---|---|---|
| Antitumor | — | — | antitumor; antibacterial | — |
| Antibacterial | — | — | antitumor; antibacterial | — |