SCS-C000322
versicotide E
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic peptides
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
DOI:
10.1039/c7ra07940k
· RSC Advances
Drug-likeness (Lipinski Ro5)
Molecular Weight
491.5 Da
Threshold ≤ 500
ALogP
1.85
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H29N5O5
Molecular Weight:
491.5000 Da
SMILES:
C[C@@H]1NC(=O)c2ccccc2NC(=O)[C@@H]2CCCN2C(=O)c2ccccc2NC(=O)[C@H](C)N(C)C1=O
InChIKey:
KUXLNZPWYWBNQT-QYWGDWMGSA-N
InChI:
InChI=1S/C26H29N5O5/c1-15-25(35)30(3)16(2)22(32)28-20-12-7-5-10-18(20)26(36)31-14-8-13-21(31)24(34)29-19-11-6-4-9-17(19)23(33)27-15/h4-7,9-12,15-16,21H,8,13-14H2,1-3H3,(H,27,33)(H,28,32)(H,29,34)/t15-,16-,21-/m0/s1
Calculated Properties
ALogP:
1.847 lipophilicity
TPSA:
127.92 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
4
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.3462 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000322
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
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 |
|---|---|---|---|---|
| Cardiovascular / Hemostasis | — | — | — Structured numeric value is not available in this record; see the primary reference. | 10.1039/c7ra07940k RSC Advances |