SCS-C006936
talaromyine E
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Pro)
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
Talaromyces purpureogenus
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Trichocomaceae
Genus
Talaromyces
Species
Talaromyces purpureogenus
South China Sea
DOI:
10.1016/j.phytochem.2024.114119
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
369.4 Da
Threshold ≤ 500
ALogP
1.30
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H23N3O4
Molecular Weight:
369.4210 Da
SMILES:
CO[C@]12C[C@@]3(C(=O)Nc4ccccc43)[C@H](C=C(C)C)N1C(=O)[C@H](C)NC2=O
InChIKey:
IKHZFFLWTZJCBZ-DRCLLSGRSA-N
InChI:
InChI=1S/C20H23N3O4/c1-11(2)9-15-19(13-7-5-6-8-14(13)22-17(19)25)10-20(27-4)18(26)21-12(3)16(24)23(15)20/h5-9,12,15H,10H2,1-4H3,(H,21,26)(H,22,25)/t12-,15-,19-,20-/m0/s1
Calculated Properties
ALogP:
1.305 lipophilicity
TPSA:
87.74 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
4
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.4500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006936
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Indole diketopiperazine alkaloids (L-Trp, L-Pro)
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 | IC50 | MEG2 | 17.9 μM | 10.1016/j.phytochem.2024.114119 Phytochemistry |
| Antitumor | IC50 | H1975, HepG-2 cell lines | 39.5–77.9 μM | 10.1016/j.phytochem.2024.114119 Phytochemistry |