SCS-C007975

grisechelin F

Pathway: Alkaloids

Chemical Structure

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Source Information

Streptomyces sp. SCSIO 40020 (bacterium)

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

South China Sea · E 114.0432°, N 22.0194°

DOI: 10.1021/acs.jnatprod.3c01132 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

447.3 Da

Threshold ≤ 500

ALogP

5.43

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C20H12Cl2N2O4S

Molecular Weight:

447.2990 Da

SMILES:

O=C(OCc1csc(-c2nc3ccc(Cl)cc3c(Cl)c2O)n1)c1ccccc1O

InChIKey:

                        JTPYETSFGNADBE-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H12Cl2N2O4S/c21-10-5-6-14-13(7-10)16(22)18(26)17(24-14)19-23-11(9-29-19)8-28-20(27)12-3-1-2-4-15(12)25/h1-7,9,25-26H,8H2

Calculated Properties

ALogP:

5.433 lipophilicity

TPSA:

92.54 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (4 aromatic)

Chiral Centers:

Fsp³:

0.0500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007975

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

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	MRSA	Compounds 2?10 were inactive against Mycobacterium tuberculosis H37Ra, Acinetobacter baumannii ATCC 19606, and methicillin-resistant S. aureus (MRSA) ATCC 43300	10.1021/acs.jnatprod.3c01132 Journal of Natural Products

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