SCS-C006088
versicolor A
Pathway: Amino acids and Peptides | Shikimates and Phenylpropanoids
Superclass: Coumarins | Peptide alkaloids
Class: Isocoumarins | 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
458.6 Da
Threshold ≤ 500
ALogP
2.67
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H22N2O5S2
Molecular Weight:
458.5610 Da
SMILES:
CS[C@@]12Cc3ccccc3N1C(=O)[C@]1(SC)CC3=COC=C[C@H](OC(C)=O)C3N1C2=O
InChIKey:
OUFUBQQFZHUVQS-WETBMMTNSA-N
InChI:
InChI=1S/C22H22N2O5S2/c1-13(25)29-17-8-9-28-12-15-11-22(31-3)19(26)23-16-7-5-4-6-14(16)10-21(23,30-2)20(27)24(22)18(15)17/h4-9,12,17-18H,10-11H2,1-3H3/t17-,18?,21+,22+/m0/s1
Calculated Properties
ALogP:
2.668 lipophilicity
TPSA:
76.15 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
7
Rotatable Bonds:
3
Ring Count:
5
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.4091 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006088
NPClassifier Pathway:
Amino acids and Peptides
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
Peptide alkaloids
NPClassifier Class:
Isocoumarins
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 | IC50 | human lung adenocarcinoma cell line H1975 | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md21110575 Marine Drugs |