SCS-C000307

asperteramide A

Pathway: Amino acids and Peptides Superclass: Small peptides Class: Aminoacids

Chemical Structure

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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

Aspergillus terreus (mangrove endophytic fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus terreus

South China Sea

DOI: 10.1002/ejoc.201900383 · European Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

477.5 Da

Threshold ≤ 500

ALogP

5.40

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C26H27N3O6

Molecular Weight:

477.5000 Da

SMILES:

COC(=O)Nc1ccc(Cc2ccc(NC(=O)OC)c(Cc3ccc(NC(=O)OC)cc3)c2)cc1

InChIKey:

                        KZFOSAHWGWCDDK-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C26H27N3O6/c1-33-24(30)27-21-9-4-17(5-10-21)14-19-8-13-23(29-26(32)35-3)20(16-19)15-18-6-11-22(12-7-18)28-25(31)34-2/h4-13,16H,14-15H2,1-3H3,(H,27,30)(H,28,31)(H,29,32)

Calculated Properties

ALogP:

5.403 lipophilicity

TPSA:

114.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.1923 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000307

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Small peptides

NPClassifier Class:

Aminoacids

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	Escherichia coli,Acinetobacter baumannii,Pseudomonas aeruginosa,Klebsiella pneumonia,MRSA,Enterococcus faecalis,Candida albicans	8.0 μg/mL	10.1002/ejoc.201900383 European Journal of Organic Chemistry

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