SCS-C006079
lecanicillium E
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Thiodiketopiperazine 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
Lecanicillium kalimantanense
(NA)
Original source name: Lecanicillium kalimantanense | L. kalimantanense SCSIO41702
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Cordycipitaceae
Genus
Gamszarea
Species
Gamszarea kalimantanensis
South China Sea
DOI:
10.3390/md21110575
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
566.7 Da
Threshold ≤ 500
ALogP
2.69
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C24H26N2O8S3
Molecular Weight:
566.6790 Da
SMILES:
CSS[C@@]12CC3=COC=C[C@H](OC(C)=O)[C@H]3N1C(=O)[C@]1(SC)CC3=COC=C[C@H](OC(C)=O)[C@H]3N1C2=O
InChIKey:
LPYMTJQKYICRCM-KHTMQFLISA-N
InChI:
InChI=1S/C24H26N2O8S3/c1-13(27)33-17-5-7-31-11-15-9-23(35-3)21(29)26-20-16(12-32-8-6-18(20)34-14(2)28)10-24(26,37-36-4)22(30)25(23)19(15)17/h5-8,11-12,17-20H,9-10H2,1-4H3/t17-,18-,19-,20-,23+,24+/m0/s1
Calculated Properties
ALogP:
2.688 lipophilicity
TPSA:
111.68 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
11
Rotatable Bonds:
5
Ring Count:
5
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006079
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Thiodiketopiperazine 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 | IC?? | human lung adenocarcinoma cell line H1975 | 7.2–16.9 μM | 10.3390/md21110575 Marine Drugs |
| Antibacterial | MIC | four pathogens | 10.0–40.0 μg/mL | 10.3390/md21110575 Marine Drugs |