SCS-C007934
aspertoryadin K
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 clavatonanicus
(sponge-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus clavatonanicus
South China Sea
DOI:
10.1021/acs.jnatprod.5c01575
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
474.5 Da
Threshold ≤ 500
ALogP
2.13
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:
C26H26N4O5
Molecular Weight:
474.5170 Da
SMILES:
CC(C)[C@H](O)c1nc2ccccc2c(=O)n1[C@H]1C[C@]2(OC1=O)c1ccccc1N1C(=O)[C@H](C)N[C@H]12
InChIKey:
QTPCIQDVKFCTCY-NFDMJFAJSA-N
InChI:
InChI=1S/C26H26N4O5/c1-13(2)20(31)21-28-17-10-6-4-8-15(17)23(33)29(21)19-12-26(35-24(19)34)16-9-5-7-11-18(16)30-22(32)14(3)27-25(26)30/h4-11,13-14,19-20,25,27,31H,12H2,1-3H3/t14-,19-,20-,25+,26-/m0/s1
Calculated Properties
ALogP:
2.134 lipophilicity
TPSA:
113.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
3
Ring Count:
6
(3 aromatic)
Chiral Centers:
5
Fsp³:
0.3846 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007934
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 |
|---|---|---|---|---|
| Antifibrotic / Organ protection | inhibition | FN, α-SMA | 10.0 μM | 10.1021/acs.jnatprod.5c01575 Journal of Natural Products |
| Other specified activity | inhibition | FN, α-SMA | 2.5 μM | 10.1021/acs.jnatprod.5c01575 Journal of Natural Products |
| Antifibrotic / Organ protection | downregulation | Col1a1, α-SMA, FN | 10.0 μM | 10.1021/acs.jnatprod.5c01575 Journal of Natural Products |