SCS-C006084

8-acetyl-bisdethiobis(methylsulfanyl)apoaranotin

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

Chemical Structure

Structure of 8-acetyl-bisdethiobis(methylsulfanyl)apoaranotin

Loading 3D structure...

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

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

476.6 Da

Threshold ≤ 500

ALogP

1.54

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H24N2O6S2

Molecular Weight:

476.5760 Da

SMILES:

CS[C@@]12CC3=CC=C[C@H](OC(C)=O)[C@H]3N1C(=O)[C@]1(SC)CC3=COC=C[C@H](O)[C@H]3N1C2=O

InChIKey:

                        FAMHWVZIZCPTMB-NEEVBFIGSA-N
                        
                    

InChI:

InChI=1S/C22H24N2O6S2/c1-12(25)30-16-6-4-5-13-9-21(31-2)19(27)23-17-14(11-29-8-7-15(17)26)10-22(23,32-3)20(28)24(21)18(13)16/h4-8,11,15-18,26H,9-10H2,1-3H3/t15-,16-,17-,18-,21+,22+/m0/s1

Calculated Properties

ALogP:

1.537 lipophilicity

TPSA:

96.38 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006084

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	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md21110575 Marine Drugs

Back to Compounds