SCS-C008109

1-N-methyl-(E,Z)-albonoursin

Pathway: Alkaloids Superclass: Peptide alkaloids Class: Simple diketopiperazine alkaloids

Chemical Structure

Structure of 1-N-methyl-(E,Z)-albonoursin

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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

Streptomycetes sp. (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order NA Family NA Genus NA Species NA

South China Sea · -3000 m

DOI: 10.3390/md17030186 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

270.3 Da

Threshold ≤ 500

ALogP

0.34

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H18N2O2

Molecular Weight:

270.3320 Da

SMILES:

CC(C)/C=c1\c(=O)[nH]/c(=C\c2ccccc2)c(=O)n1C

InChIKey:

                        CTZGZVHXTTYHAK-QWWBJACISA-N
                        
                    

InChI:

InChI=1S/C16H18N2O2/c1-11(2)9-14-15(19)17-13(16(20)18(14)3)10-12-7-5-4-6-8-12/h4-11H,1-3H3,(H,17,19)/b13-10-,14-9+

Calculated Properties

ALogP:

0.339 lipophilicity

TPSA:

54.86 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.2500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008109

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Simple diketopiperazine 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	MIC	Staphylococcus aureus	12.5 μg/mL	10.3390/md17030186 Marine Drugs
Antibacterial	MIC	methicillin-resistant S. aureus	25.0 μg/mL	10.3390/md17030186 Marine Drugs

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