SCS-C000262
versiquinazoline P
Pathway: Alkaloids
Superclass: Anthranilic acid alkaloids
Class: Quinazoline alkaloids
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/c8ra06854b
· RSC Advances
Drug-likeness (Lipinski Ro5)
Molecular Weight
457.4 Da
Threshold ≤ 500
ALogP
0.69
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H19N5O5
Molecular Weight:
457.4000 Da
SMILES:
NC(=O)c1nc2ccccc2c(=O)n1[C@H]1C[C@]2(OC1=O)c1ccccc1N1C(=O)C3(CC3)N[C@H]12
InChIKey:
HAVIBNPHVLWVSR-FBOFTVOISA-N
InChI:
InChI=1S/C24H19N5O5/c25-17(30)18-26-14-7-3-1-5-12(14)19(31)28(18)16-11-24(34-20(16)32)13-6-2-4-8-15(13)29-21(24)27-23(9-10-23)22(29)33/h1-8,16,21,27H,9-11H2,(H2,25,30)/t16-,21+,24-/m0/s1
Calculated Properties
ALogP:
0.687 lipophilicity
TPSA:
136.62 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
2
Ring Count:
7
(3 aromatic)
Chiral Centers:
3
Fsp³:
0.2917 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000262
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Quinazoline 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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | TrxR | 13.6 μM | 10.1039/c8ra06854b RSC Advances |
| Antitumor | IC50 | A549 cell line | > 10.0 μM | 10.1039/c8ra06854b RSC Advances |