SCS-C006089

12,12a-anhydro-desacetyl-bis-dethio-7a,14a-di-(methylmercapto)-apoaranotin

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

Chemical Structure

Structure of 12,12a-anhydro-desacetyl-bis-dethio-7a,14a-di-(methylmercapto)-apoaranotin

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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

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

416.5 Da

Threshold ≤ 500

ALogP

2.10

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H20N2O4S2

Molecular Weight:

416.5240 Da

SMILES:

CS[C@@]12Cc3ccccc3N1C(=O)[C@]1(SC)CC3=COC=C[C@H](O)C3N1C2=O

InChIKey:

                        LCYBGEVAVAQATC-PZPGQKARSA-N
                        
                    

InChI:

InChI=1S/C20H20N2O4S2/c1-27-19-9-12-5-3-4-6-14(12)21(19)17(24)20(28-2)10-13-11-26-8-7-15(23)16(13)22(20)18(19)25/h3-8,11,15-16,23H,9-10H2,1-2H3/t15-,16?,19+,20+/m0/s1

Calculated Properties

ALogP:

2.098 lipophilicity

TPSA:

70.08 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.4000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006089

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

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