SCS-C001208
scopularide I
Pathway: Amino acids and Peptides | Polyketides
Superclass: Oligopeptides
Class: Cyclic peptides | Depsipeptides | Lipopeptides
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 sclerotiorum SCSIO 41031
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus sclerotiorum
Beibu Gulf
DOI:
10.3390/md19120701
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
651.9 Da
Threshold ≤ 500
ALogP
3.12
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C34H61N5O7
Molecular Weight:
651.9000 Da
SMILES:
CCCCCCCC[C@H](C)[C@@H]1CC(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)O1
InChIKey:
PWNNSFGGEZVIDB-OGHMXHKDSA-N
InChI:
InChI=1S/C34H61N5O7/c1-10-11-12-13-14-15-16-23(8)26-18-27(40)35-19-28(41)38-29(21(4)5)33(44)37-25(17-20(2)3)32(43)36-24(9)31(42)39-30(22(6)7)34(45)46-26/h20-26,29-30H,10-19H2,1-9H3,(H,35,40)(H,36,43)(H,37,44)(H,38,41)(H,39,42)/t23-,24-,25+,26-,29-,30-/m0/s1
Calculated Properties
ALogP:
3.122 lipophilicity
TPSA:
171.80 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
7
Rotatable Bonds:
12
Ring Count:
1
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.8235 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001208
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Depsipeptides
Lipopeptides
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 | acetylcholinesterase, human nasopharyngeal carcinoma cell line HONE-EBV | 15.6 μM | 10.3390/md19120701 Marine Drugs |
| Antitumor | IC50 | acetylcholinesterase, human nasopharyngeal carcinoma cell line HONE-EBV | 10.1 μM | 10.3390/md19120701 Marine Drugs |