SCS-C000335
simplicilliumtide J
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
Simplicillium sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Cordycipitaceae
Genus
Simplicillium
Species
NA
South China Sea
DOI:
10.1016/j.phytochem.2018.06.014
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
872.1 Da
Threshold ≤ 500
ALogP
1.52
Threshold ≤ 5
H-Bond Donors
8
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C44H69N7O11
Molecular Weight:
872.0740 Da
SMILES:
CCCCCCCCC[C@H]1CCCC(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](Cc2ccc(O)cc2)C(=O)NC(C(C)C)C(=O)O1
InChIKey:
WLEVFTWABMMUQJ-POYBHGCQSA-N
InChI:
InChI=1S/C44H69N7O11/c1-5-6-7-8-9-10-11-14-31-15-12-17-37(55)47-34(26-52)41(58)46-28(4)43(60)51-24-13-16-35(51)42(59)48-32(22-23-36(45)54)39(56)49-33(25-29-18-20-30(53)21-19-29)40(57)50-38(27(2)3)44(61)62-31/h18-21,27-28,31-35,38,52-53H,5-17,22-26H2,1-4H3,(H2,45,54)(H,46,58)(H,47,55)(H,48,59)(H,49,56)(H,50,57)/t28-,31-,32-,33+,34-,35-,38?/m0/s1
Calculated Properties
ALogP:
1.520 lipophilicity
TPSA:
275.66 Ų polar surface area
H-Bond Donors:
8
H-Bond Acceptors:
11
Rotatable Bonds:
15
Ring Count:
3
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.6818 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000335
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 |
|---|---|---|---|---|
| Antimicrobial | MIC | Colletotrichum asianum | 9.8 μg/mL | 10.1016/j.phytochem.2018.06.014 Phytochemistry |