SCS-C007581

methyl 4-methoxy-8-oxo-1,4,5,6,7,8-hexahydropyrrolo[2,3-c]azepine-4-carboxylate (axinellamine E)

Pathway: Alkaloids

Chemical Structure

Structure of methyl 4-methoxy-8-oxo-1,4,5,6,7,8-hexahydropyrrolo[2,3-c]azepine-4-carboxylate (axinellamine E)

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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

Axinella sp. (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Axinellida Family Axinellidae Genus Axinella Species NA

South China Sea · 16 m · E108.9937, N18.3240

DOI: 10.1002/cbdv.202200311 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

238.2 Da

Threshold ≤ 500

ALogP

0.16

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C11H14N2O4

Molecular Weight:

238.2430 Da

SMILES:

COC(=O)C1(OC)CCNC(=O)c2[nH]ccc21

InChIKey:

                        KPAVPOBBNNZFEF-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C11H14N2O4/c1-16-10(15)11(17-2)4-6-13-9(14)8-7(11)3-5-12-8/h3,5,12H,4,6H2,1-2H3,(H,13,14)

Calculated Properties

ALogP:

0.163 lipophilicity

TPSA:

80.42 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4545 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007581

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

N/A

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	cell proliferation	> 100.0 μM	10.1002/cbdv.202200311 Chemistry & Biodiversity

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