SCS-C000332
sinulariapeptide A
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
884.1 Da
Threshold ≤ 500
ALogP
1.68
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:
C45H69N7O11
Molecular Weight:
884.1000 Da
SMILES:
CCCCC/C=C/CC[C@H]1CCCC(=O)N[C@H]([C@@H](C)O)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)N[C@@H](C(C)C)C(=O)O1
InChIKey:
WDEFDBDUAAZKEM-YDYDBITASA-N
InChI:
InChI=1S/C45H69N7O11/c1-6-7-8-9-10-11-12-15-32-16-13-18-37(56)50-39(29(5)53)43(60)47-28(4)44(61)52-25-14-17-35(52)42(59)48-33(23-24-36(46)55)40(57)49-34(26-30-19-21-31(54)22-20-30)41(58)51-38(27(2)3)45(62)63-32/h10-11,19-22,27-29,32-35,38-39,53-54H,6-9,12-18,23-26H2,1-5H3,(H2,46,55)(H,47,60)(H,48,59)(H,49,57)(H,50,56)(H,51,58)/b11-10+/t28-,29-,32+,33+,34-,35+,38+,39-/m1/s1
Calculated Properties
ALogP:
1.684 lipophilicity
TPSA:
275.66 Ų polar surface area
H-Bond Donors:
8
H-Bond Acceptors:
11
Rotatable Bonds:
14
Ring Count:
3
(1 aromatic)
Chiral Centers:
8
Fsp³:
0.6444 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000332
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 | 4.9 μg/mL | 10.1016/j.phytochem.2018.06.014 Phytochemistry |