SCS-C006081

emethacin B

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Simple diketopiperazine alkaloids

Chemical Structure

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Source Information

Lecanicillium kalimantanense (NA)

Original source name: Lecanicillium kalimantanense | L. kalimantanense SCSIO41702

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Cordycipitaceae Genus Gamszarea Species Gamszarea kalimantanensis

South China Sea

DOI: 10.3390/md21110575 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

386.5 Da

Threshold ≤ 500

ALogP

2.84

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H22N2O2S2

Molecular Weight:

386.5420 Da

SMILES:

CS[C@@]1(Cc2ccccc2)NC(=O)[C@@](Cc2ccccc2)(SC)NC1=O

InChIKey:

                        JNYUWTYXFKBOOZ-WOJBJXKFSA-N
                        
                    

InChI:

InChI=1S/C20H22N2O2S2/c1-25-19(13-15-9-5-3-6-10-15)17(23)22-20(26-2,18(24)21-19)14-16-11-7-4-8-12-16/h3-12H,13-14H2,1-2H3,(H,21,24)(H,22,23)/t19-,20-/m1/s1

Calculated Properties

ALogP:

2.836 lipophilicity

TPSA:

58.20 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006081

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

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
Antitumor	IC50	human lung adenocarcinoma cell line H1975	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md21110575 Marine Drugs

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