SCS-C006778
[4-(2-methoxyphenyl)-1-piperazinyl][(1-methyl-1H-indol-3-yl)]-methanone
Pathway: Alkaloids
Superclass: Tryptophan alkaloids
Class: Carboline alkaloids
Chemical Structure
![Structure of [4-(2-methoxyphenyl)-1-piperazinyl][(1-methyl-1H-indol-3-yl)]-methanone](/scsmarinenp/static/images/structures/SCS-C006778.png)
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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:
10.1038/ja.2011.117
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
349.4 Da
Threshold ≤ 500
ALogP
3.15
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H23N3O2
Molecular Weight:
349.4340 Da
SMILES:
COc1ccccc1N1CCN(C(=O)c2cn(C)c3ccccc23)CC1
InChIKey:
PMMGRVYKJXQTBI-UHFFFAOYSA-N
InChI:
InChI=1S/C21H23N3O2/c1-22-15-17(16-7-3-4-8-18(16)22)21(25)24-13-11-23(12-14-24)19-9-5-6-10-20(19)26-2/h3-10,15H,11-14H2,1-2H3
Calculated Properties
ALogP:
3.149 lipophilicity
TPSA:
37.71 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
3
Ring Count:
4
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.2857 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006778
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Carboline 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 |
|---|---|---|---|---|
| Antitumor | IC50 | A375 human melanoma cell line | 5.7 μM | 10.1038/ja.2011.117 The Journal of Antibiotics |