SCS-C007875

9-amino-2-ethoxy-8-methoxy-3H-benzo[de][1,6]naphthyridin-3-one

Pathway: Alkaloids Superclass: Tryptophan alkaloids

Chemical Structure

Structure of 9-amino-2-ethoxy-8-methoxy-3H-benzo[de][1,6]naphthyridin-3-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.

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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

271.3 Da

Threshold ≤ 500

ALogP

2.09

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H13N3O3

Molecular Weight:

271.2760 Da

SMILES:

CCOC1=Nc2c(N)c(OC)cc3ccnc(c23)C1=O

InChIKey:

                        SOLDFFCWFIJMSQ-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C14H13N3O3/c1-3-20-14-13(18)12-9-7(4-5-16-12)6-8(19-2)10(15)11(9)17-14/h4-6H,3,15H2,1-2H3

Calculated Properties

ALogP:

2.088 lipophilicity

TPSA:

86.80 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2143 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007875

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

N/A

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	0.03–8.5 μM	10.1021/np500583z Journal of Natural Products

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