SCS-C006275

neoechinulin E

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Indole diketopiperazine alkaloids (L-Trp, L-Ala)

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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 sp. SCSIO 41407 (coral-derived fungus)

Original source name: Aspergillus sp. SCSIO41407

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

South China Sea

DOI: 10.3390/molecules26164851 · Molecules

Drug-likeness (Lipinski Ro5)

Molecular Weight

323.4 Da

Threshold ≤ 500

ALogP

1.75

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H17N3O3

Molecular Weight:

323.3520 Da

SMILES:

C=CC(C)(C)c1[nH]c2ccccc2c1/C=C1\NC(=O)C(=O)NC1=O

InChIKey:

                        NMYIPKXDNJVHNS-LCYFTJDESA-N
                        
                    

InChI:

InChI=1S/C18H17N3O3/c1-4-18(2,3)14-11(10-7-5-6-8-12(10)19-14)9-13-15(22)21-17(24)16(23)20-13/h4-9,19H,1H2,2-3H3,(H,20,23)(H,21,22,24)/b13-9-

Calculated Properties

ALogP:

1.745 lipophilicity

TPSA:

91.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.1667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006275

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Indole diketopiperazine alkaloids (L-Trp, L-Ala)

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
Anti-inflammatory	inhibitory activity	nuclear factor-κB (NF-κB)	Compounds 1, 10–12, and 14 exhibited obvious inhibitory activities against LPS-induced NF-κB	10.3390/molecules26164851 Molecules

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