SCS-C002224
cyclo-(Trp-Thr)
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Other indole 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
287.0 Da
Threshold ≤ 500
ALogP
0.07
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H17N3O3
Molecular Weight:
287.0000 Da
SMILES:
CC(O)C1NC(=O)C(Cc2c[nH]c3ccccc23)NC1=O
InChIKey:
KMZBGEVCOYIAFI-UHFFFAOYSA-N
InChI:
InChI=1S/C15H17N3O3/c1-8(19)13-15(21)17-12(14(20)18-13)6-9-7-16-11-5-3-2-4-10(9)11/h2-5,7-8,12-13,16,19H,6H2,1H3,(H,17,21)(H,18,20)
Calculated Properties
ALogP:
0.074 lipophilicity
TPSA:
94.22 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
3
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002224
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Other indole 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 | — |