SCS-C007767
outovirin C
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
Penicillium steckii
(Penicillium)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium steckii
South China Sea
· 21.235 N, 110.451 E
DOI:
10.1002/cbdv.202501797
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
544.6 Da
Threshold ≤ 500
ALogP
0.59
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C21H24N2O9S3
Molecular Weight:
544.6290 Da
SMILES:
COc1ccc(C2SSS[C@@]34C[C@]5(O)[C@H](O)C=C[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)c(O)c1OC
InChIKey:
SFLUCAHJUSGTFH-JDAYODNMSA-N
InChI:
InChI=1S/C21H24N2O9S3/c1-22-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-35-34-21(19(22)28)8-20(29)12(25)7-5-10(24)17(20)32-23(21)18(13)27/h4-7,10,12-13,16-17,24-26,29H,8H2,1-3H3/t10-,12-,13-,16?,17+,20+,21-/m1/s1
Calculated Properties
ALogP:
0.586 lipophilicity
TPSA:
149.23 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
12
Rotatable Bonds:
3
Ring Count:
6
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.5238 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007767
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 |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | NF-κB | 23.85–25.97 μM | 10.1002/cbdv.202501797 Chemistry & Biodiversity |
| Anti-inflammatory | binding affinity | NF-κB p65 | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202501797 Chemistry & Biodiversity |