SCS-C007289
terretrione C
Pathway: Amino acids and Peptides
Superclass: Small peptides
Class: Dipeptides
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
Aspergillus terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
South China Sea
DOI:
10.1016/s1875-5364(19)30017-2
· Chinese Journal of Natural Medicines
Drug-likeness (Lipinski Ro5)
Molecular Weight
316.4 Da
Threshold ≤ 500
ALogP
1.72
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H24N2O3
Molecular Weight:
316.4010 Da
SMILES:
CCC(C)C1C(=O)N(C)C(=O)C(Cc2ccccc2)C(=O)N1C
InChIKey:
ZJQJAOQHQVJSFD-UHFFFAOYSA-N
InChI:
InChI=1S/C18H24N2O3/c1-5-12(2)15-18(23)20(4)17(22)14(16(21)19(15)3)11-13-9-7-6-8-10-13/h6-10,12,14-15H,5,11H2,1-4H3
Calculated Properties
ALogP:
1.717 lipophilicity
TPSA:
57.69 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
2
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007289
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Small peptides
NPClassifier Class:
Dipeptides
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 |
|---|---|---|---|---|
| Antimycobacterial | inhibition rate | Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) | < 60.0 % | 10.1016/s1875-5364(19)30017-2 Chinese Journal of Natural Medicines |
| Antitumor | activity level | human glioma U87 cells | all these compounds (1?17) exhibited weak or no cytotoxic activities towards human glioma U87 cells at a concentration of 10 μmol·L?1 | 10.1016/s1875-5364(19)30017-2 Chinese Journal of Natural Medicines |
| Neuroprotective / Neuromodulatory | activity level | glutamate-induced toxicity in HT22 cells | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/s1875-5364(19)30017-2 Chinese Journal of Natural Medicines |