SCS-C006807

dionemycin

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Simple indole alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Streptomyces sp. SCSIO 11791 (bacterium)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species NA

South China Sea · 1,765 m

DOI: 10.1038/s41429-020-0307-4 · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

430.7 Da

Threshold ≤ 500

ALogP

5.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C20H10Cl3N3O2

Molecular Weight:

430.6780 Da

SMILES:

O=C1NC(=O)C(c2c[nH]c3cc(Cl)c(Cl)cc23)=C1c1c[nH]c2ccc(Cl)cc12

InChIKey:

                        SQGIPMJIVKJQGS-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H10Cl3N3O2/c21-8-1-2-15-9(3-8)11(6-24-15)17-18(20(28)26-19(17)27)12-7-25-16-5-14(23)13(22)4-10(12)16/h1-7,24-25H,(H,26,27,28)

Calculated Properties

ALogP:

5.177 lipophilicity

TPSA:

77.75 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (4 aromatic)

Chiral Centers:

Fsp³:

0.0000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006807

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Simple indole 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
Antibacterial	MIC	six clinical MRSA strains isolated from human and pig	1.0–2.0 μg/mL	10.1038/s41429-020-0307-4 The Journal of Antibiotics
Antitumor	IC50	NCI-H460, MDA-MB-231, HCT-116, HepG2, noncancerous MCF10A	3.1–11.2 μM	10.1038/s41429-020-0307-4 The Journal of Antibiotics
Antibacterial	MIC	clinical MRSA strains, Micrococcus luteus ML01, Staphylococcus aureus ATCC 29213	0.5–2.0 μg/mL	10.1038/s41429-020-0307-4 The Journal of Antibiotics

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