SCS-C006771
fumiquinazoline F
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 sydowii
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus sydowii
South China Sea
DOI:
10.1177/1934578x1300800313
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
459.5 Da
Threshold ≤ 500
ALogP
1.98
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H25N5O4
Molecular Weight:
459.5060 Da
SMILES:
COc1ccc2nc3n(c(=O)c2c1)[C@H](C[C@@H]1c2ccccc2N2C(=O)[C@H](C)N[C@H]12)C(=O)N[C@@H]3C
InChIKey:
HTTICUAGKOIVPX-YCVMSQFWSA-N
InChI:
InChI=1S/C25H25N5O4/c1-12-21-28-18-9-8-14(34-3)10-17(18)25(33)30(21)20(23(31)27-12)11-16-15-6-4-5-7-19(15)29-22(16)26-13(2)24(29)32/h4-10,12-13,16,20,22,26H,11H2,1-3H3,(H,27,31)/t12-,13+,16-,20-,22+/m1/s1
Calculated Properties
ALogP:
1.975 lipophilicity
TPSA:
105.56 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
3
Ring Count:
6
(3 aromatic)
Chiral Centers:
5
Fsp³:
0.3600 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006771
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 |
|---|---|---|---|---|
| Antifouling | settlement inhibition | Bugula neritina larvae | 9–16 were tested only towards B. neritina larvae because of the sample amount limitation... 6, 9, 13, and 16 towards B. neritina larvae | 10.1177/1934578x1300800313 Natural Product Communications |