SCS-C000855

3,3'-diindolylmethane

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

Chemical Structure

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Source Information

Aspergillus nidulans SD-531 (deep-sea fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus nidulans

South China Sea

DOI: 10.1007/s00343-020-0052-3 · Journal of Oceanology and Limnology

Drug-likeness (Lipinski Ro5)

Molecular Weight

246.3 Da

Threshold ≤ 500

ALogP

4.24

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H14N2

Molecular Weight:

246.3100 Da

SMILES:

c1ccc2c(Cc3c[nH]c4ccccc34)c[nH]c2c1

InChIKey:

                        VFTRKSBEFQDZKX-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C17H14N2/c1-3-7-16-14(5-1)12(10-18-16)9-13-11-19-17-8-4-2-6-15(13)17/h1-8,10-11,18-19H,9H2

Calculated Properties

ALogP:

4.240 lipophilicity

TPSA:

31.58 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (4 aromatic)

Chiral Centers:

Fsp³:

0.0588 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000855

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
Metabolic / Lipid regulation	—	adipocytes	— Structured numeric value is not available in this record; see the primary reference.	10.1007/s00343-020-0052-3 Journal of Oceanology and Limnology

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