SCS-C008139

2-Chloro-6,8-dihydroxy-7-ethyl-9H-pyrrolo[2,1-b][1,3]benzoxazine-9-one

Chemical Structure

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Download: SDF SMILES

Source Information

Streptomyces sp. S1502 (bacterium)

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

South China Sea

DOI: 10.3390/md24010051 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

279.7 Da

Threshold ≤ 500

ALogP

2.67

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H10ClNO4

Molecular Weight:

279.6790 Da

SMILES:

CCc1c(O)cc2oc3cc(Cl)cn3c(=O)c2c1O

InChIKey:

                        YTFDFUBEORWUTP-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C13H10ClNO4/c1-2-7-8(16)4-9-11(12(7)17)13(18)15-5-6(14)3-10(15)19-9/h3-5,16-17H,2H2,1H3

Calculated Properties

ALogP:

2.673 lipophilicity

TPSA:

75.08 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.1538 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008139

NPClassifier Pathway:

N/A

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

No classification

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	methicillin-resistant Staphylococcus aureus (MRSA)	> 64.0 μg/mL	10.3390/md24010051 Marine Drugs
Antitumor	IC50	tested human cancer cell lines	> 100.0 μM	10.3390/md24010051 Marine Drugs

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