SCS-C006092

emestrin H

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

418.5 Da

Threshold ≤ 500

ALogP

1.87

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H22N2O4S2

Molecular Weight:

418.5400 Da

SMILES:

CS[C@@]1(Cc2ccccc2)NC(=O)[C@]2(SC)CC3=COC=C[C@H](O)[C@H]3N2C1=O

InChIKey:

                        QWIIIAQJVPBQHG-XAMWDVODSA-N
                        
                    

InChI:

InChI=1S/C20H22N2O4S2/c1-27-19(10-13-6-4-3-5-7-13)18(25)22-16-14(12-26-9-8-15(16)23)11-20(22,28-2)17(24)21-19/h3-9,12,15-16,23H,10-11H2,1-2H3,(H,21,24)/t15-,16-,19+,20+/m0/s1

Calculated Properties

ALogP:

1.867 lipophilicity

TPSA:

78.87 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.4000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006092

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Thiodiketopiperazine 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
Antitumor	IC50	human hepatocellular carcinoma cell line HepG-2	41.2 μM	10.3390/md21110575 Marine Drugs

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