SCS-C006752

penilumamide K

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: pteridine alkaloids

Chemical Structure

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Source Information

Aspergillus sp. (coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

South China Sea · deep-sea

DOI: 10.1038/s41429-020-00378-y · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

442.4 Da

Threshold ≤ 500

ALogP

-1.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H18N6O7

Molecular Weight:

442.3880 Da

SMILES:

C[C@@H](O)[C@H](NC(=O)c1cnc2c(n1)c(=O)[nH]c(=O)n2C)C(=O)Nc1ccccc1C(=O)O

InChIKey:

                        OOXAUJHQOAMJFY-PELKAZGASA-N
                        
                    

InChI:

InChI=1S/C19H18N6O7/c1-8(26)12(16(28)22-10-6-4-3-5-9(10)18(30)31)23-15(27)11-7-20-14-13(21-11)17(29)24-19(32)25(14)2/h3-8,12,26H,1-2H3,(H,22,28)(H,23,27)(H,30,31)(H,24,29,32)/t8-,12+/m1/s1

Calculated Properties

ALogP:

-1.167 lipophilicity

TPSA:

196.37 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.2105 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006752

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

pteridine 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
Enzyme inhibition	IC50	α-glucosidase	18.61–109.06 μM	10.1038/s41429-020-00378-y The Journal of Antibiotics

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