SCS-C001730
circumdatin F
Pathway: Alkaloids
Superclass: Anthranilic acid alkaloids
Class: Benzodiazepine alkaloids
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
Aspergillus westerdijkiae DFFSCS013
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus westerdijkiae
South China Sea
DOI:
10.1007/s10295-014-1412-9
· Journal of Industrial Microbiology and Biotechnology
Drug-likeness (Lipinski Ro5)
Molecular Weight
291.3 Da
Threshold ≤ 500
ALogP
2.19
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H13N3O2
Molecular Weight:
291.3000 Da
SMILES:
C[C@@H]1NC(=O)c2ccccc2-n2c1nc1ccccc1c2=O
InChIKey:
QMACPZZZSHLKJM-JTQLQIEISA-N
InChI:
InChI=1S/C17H13N3O2/c1-10-15-19-13-8-4-2-6-11(13)17(22)20(15)14-9-5-3-7-12(14)16(21)18-10/h2-10H,1H3,(H,18,21)/t10-/m0/s1
Calculated Properties
ALogP:
2.190 lipophilicity
TPSA:
63.99 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
4
(3 aromatic)
Chiral Centers:
1
Fsp³:
0.1176 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001730
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Benzodiazepine alkaloids
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 |
|---|---|---|---|---|
| Antifouling | EC50 | Bugula neritina larvae | 8.81 μg/mL | 10.1007/s10295-014-1412-9 Journal of Industrial Microbiology and Biotechnology |
| Antifouling | LC50 | Bugula neritina larvae | > 200.0 μg/mL | 10.1007/s10295-014-1412-9 Journal of Industrial Microbiology and Biotechnology |