SCS-C007042

farinomalein B

Pathway: Alkaloids Superclass: Proline alkaloids Class: Pyrrole alkaloids

Chemical Structure

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Source Information

Phomopsis sp. SYSUQYP-23 (fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Diaporthales Family Diaporthaceae Genus Phomopsis Species NA

South China Sea

DOI: 10.1016/j.bioorg.2020.103712 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

225.2 Da

Threshold ≤ 500

ALogP

0.50

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C11H15NO4

Molecular Weight:

225.2440 Da

SMILES:

COC(=O)CCN1C(=O)C=C(C(C)C)C1=O

InChIKey:

                        GAWITTZBYGKEMV-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C11H15NO4/c1-7(2)8-6-9(13)12(11(8)15)5-4-10(14)16-3/h6-7H,4-5H2,1-3H3

Calculated Properties

ALogP:

0.501 lipophilicity

TPSA:

63.68 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.5455 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007042

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Proline alkaloids

NPClassifier Class:

Pyrrole 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
Anti-inflammatory	IC50	Nitric oxide (NO) production	4.5–8.2 μM	10.1016/j.bioorg.2020.103712 Bioorganic Chemistry

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