SCS-C007507

colletoindole A

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Simple indole alkaloids

Chemical Structure

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Download: SDF SMILES

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

318.4 Da

Threshold ≤ 500

ALogP

3.98

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H18N2O2

Molecular Weight:

318.3760 Da

SMILES:

O=C(Cc1c[nH]c2ccccc12)OCCc1c[nH]c2ccccc12

InChIKey:

                        QQJHMUZTCXCFCF-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H18N2O2/c23-20(11-15-13-22-19-8-4-2-6-17(15)19)24-10-9-14-12-21-18-7-3-1-5-16(14)18/h1-8,12-13,21-22H,9-11H2

Calculated Properties

ALogP:

3.978 lipophilicity

TPSA:

57.88 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (4 aromatic)

Chiral Centers:

Fsp³:

0.1500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007507

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Simple indole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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

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