SCS-C007876

2-Ethoxy-7,8-dimethoxybenzo[de]imidazo[4,5,1-ij][1,6]naphthyridin-10(9H)-one

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Quinoline alkaloids

Chemical Structure

Structure of 2-Ethoxy-7,8-dimethoxybenzo[de]imidazo[4,5,1-ij][1,6]naphthyridin-10(9H)-one

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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.

Download: SDF SMILES

Source Information

Aaptos aaptos (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Suberitida Family Suberitidae Genus Aaptos Species Aaptos aaptos

South China Sea

DOI: 10.1021/np500583z · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

313.3 Da

Threshold ≤ 500

ALogP

2.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H15N3O4

Molecular Weight:

313.3130 Da

SMILES:

CCOc1nc2c(=O)[nH]c3c(OC)c(OC)cc4ccn1c2c43

InChIKey:

                        CZGQSPWCVXLDCM-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C16H15N3O4/c1-4-23-16-18-12-13-10-8(5-6-19(13)16)7-9(21-2)14(22-3)11(10)17-15(12)20/h5-7H,4H2,1-3H3,(H,17,20)

Calculated Properties

ALogP:

2.183 lipophilicity

TPSA:

77.85 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (4 aromatic)

Chiral Centers:

Fsp³:

0.2500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007876

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Quinoline 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	IC50	HL60, K562, MCF-7, KB, HepG2, HT-29 cells	> 10.0 μg/mL	10.1021/np500583z Journal of Natural Products

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