SCS-C007508
methyl 2-(1H-indol-3-yl)-2-(3-(2-methoxy-2-oxoethyl)-1H-indol-2-yl)acetate
Pathway: Alkaloids
Superclass: Tryptophan alkaloids
Class: Simple indole 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
Colletotrichum tropicale SCSIO 41022, endophytic from Kandelia candel
(NA)
Original source name: Colletotrichum tropicale (strain SCSIO 41022, endophytic from Kandelia candel)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Glomerellales
Family
Glomerellaceae
Genus
Colletotrichum
Species
Colletotrichum tropicale
South China Sea
DOI:
10.1002/cbdv.201900040
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
376.4 Da
Threshold ≤ 500
ALogP
3.67
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H20N2O4
Molecular Weight:
376.4120 Da
SMILES:
COC(=O)Cc1c(C(C(=O)OC)c2c[nH]c3ccccc23)[nH]c2ccccc12
InChIKey:
GCNZFWANTNGHBR-UHFFFAOYSA-N
InChI:
InChI=1S/C22H20N2O4/c1-27-19(25)11-15-13-7-4-6-10-18(13)24-21(15)20(22(26)28-2)16-12-23-17-9-5-3-8-14(16)17/h3-10,12,20,23-24H,11H2,1-2H3
Calculated Properties
ALogP:
3.670 lipophilicity
TPSA:
84.18 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
4
(4 aromatic)
Chiral Centers:
1
Fsp³:
0.1818 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007508
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Simple indole 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 | — | K562; A549; HL-60; MCF-7; BGC823; HeLa | While none of compounds 1, 2, and 4 exhibited cytotoxicity | 10.1002/cbdv.201900040 Chemistry & Biodiversity |
| Anti-inflammatory | — | human recombinant COX-2 | neither compound 1 nor 2 showed COX-2 inhibitory activity | 10.1002/cbdv.201900040 Chemistry & Biodiversity |