SCS-C000334
simplicilliumtide B
Pathway: Amino acids and Peptides
Superclass: Small peptides
Class: Dipeptides | Tripeptides
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
510.6 Da
Threshold ≤ 500
ALogP
2.91
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H38N4O5
Molecular Weight:
510.6000 Da
SMILES:
CC[C@@H](C)[C@H](N)C(=O)N(C)[C@H](Cc1ccccc1)C(=O)N[C@H](C(=O)Nc1ccccc1C(=O)O)C(C)C
InChIKey:
XTDZXTPSBXVWFR-LKDDOFHYSA-N
InChI:
InChI=1S/C28H38N4O5/c1-6-18(4)23(29)27(35)32(5)22(16-19-12-8-7-9-13-19)25(33)31-24(17(2)3)26(34)30-21-15-11-10-14-20(21)28(36)37/h7-15,17-18,22-24H,6,16,29H2,1-5H3,(H,30,34)(H,31,33)(H,36,37)/t18-,22-,23+,24+/m1/s1
Calculated Properties
ALogP:
2.907 lipophilicity
TPSA:
141.83 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
12
Ring Count:
2
(2 aromatic)
Chiral Centers:
4
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000334
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Small peptides
NPClassifier Class:
Dipeptides
Tripeptides
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 |
|---|---|---|---|---|
| Antifungal | MIC | Colletotrichum asianum | 4.9 μg/mL | 10.1016/j.phytochem.2018.06.014 Phytochemistry |
| Antiviral | IC50 | HSV-1 | 9.5 μM | 10.1016/j.phytochem.2018.06.014 Phytochemistry |