SCS-C002003
beauverin
Pathway: Amino acids and Peptides | Polyketides
Superclass: Oligopeptides
Class: Cyclic peptides | Depsipeptides
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
Fusarium concentricum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Nectriaceae
Genus
Fusarium
Species
Fusarium concentricum
South China Sea
DOI:
10.27493/d.cnki.gzdzy.2019.000726
· CNKI Dissertation
Drug-likeness (Lipinski Ro5)
Molecular Weight
782.0 Da
Threshold ≤ 500
ALogP
5.58
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C46H59N3O8
Molecular Weight:
781.9910 Da
SMILES:
CC(C)C1CC(=O)C(Cc2ccccc2)N(C)C(=O)C(C(C)C)OC(=O)C(Cc2ccccc2)N(C)C(=O)C(C(C)C)OC(=O)C(Cc2ccccc2)N(C)C1=O
InChIKey:
DDPFNZGFWCDYKR-UHFFFAOYSA-N
InChI:
InChI=1S/C46H59N3O8/c1-29(2)35-28-39(50)36(25-32-19-13-10-14-20-32)47(7)43(52)40(30(3)4)56-46(55)38(27-34-23-17-12-18-24-34)49(9)44(53)41(31(5)6)57-45(54)37(48(8)42(35)51)26-33-21-15-11-16-22-33/h10-24,29-31,35-38,40-41H,25-28H2,1-9H3
Calculated Properties
ALogP:
5.576 lipophilicity
TPSA:
130.60 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
8
Rotatable Bonds:
9
Ring Count:
4
(3 aromatic)
Chiral Centers:
6
Fsp³:
0.4783 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002003
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Depsipeptides
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Staphylococcus aureus (SA) | MIC (SA) = 100 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antibacterial | MIC | Methicillin-resistant S. aureus (MRSA) | MIC (MRSA) = 12.5 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antifungal | MIC | Candida albicans SC5314 | MIC (C. albicans SC5314) >100 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antifungal | MIC | Candida albicans 17# | MIC (C. albicans 17#) = 50 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antifungal | MIC | Candida albicans G5 | MIC (C. albicans G5) = 12.5 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antimycobacterial | MIC | Mycobacterium bovis BCG | MIC (BCG) = 12.5 (unit: ug/mL) | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |