SCS-C001870

1,6-dimethoxy phenazine

Pathway: Alkaloids Superclass: Anthranilic acid alkaloids Class: Phenazine alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Nocardiopsis sp. 13-33-15 (marine-derived Nocardiopsis strain)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Streptosporangiales Family Nocardiopsidaceae Genus Nocardiopsis Species NA

Yongxing Island · -10 m · 112°20′E, 16°50′N

DOI: 10.1007/s00253-015-6547-8 · Applied Microbiology and Biotechnology

Drug-likeness (Lipinski Ro5)

Molecular Weight

240.3 Da

Threshold ≤ 500

ALogP

2.80

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H12N2O2

Molecular Weight:

240.2600 Da

SMILES:

COc1cccc2nc3c(OC)cccc3nc12

InChIKey:

                        SFNYAHCOEPIPGO-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C14H12N2O2/c1-17-11-7-3-5-9-13(11)15-10-6-4-8-12(18-2)14(10)16-9/h3-8H,1-2H3

Calculated Properties

ALogP:

2.800 lipophilicity

TPSA:

44.24 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.1429 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001870

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Phenazine 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
Antibacterial	inhibition_zone	Bacillus mycoides SJ14, Staphylococcus aureus SJ51, Escherichia coli SJ42, Micrococcus luteus SJ47	20.0 ± 0.4 mm	10.1007/s00253-015-6547-8 Applied Microbiology and Biotechnology

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