SCS-C000861

penoxazolone B

Pathway: Alkaloids Superclass: Anthranilic acid alkaloids Class: Quinazoline alkaloids

Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Penicillium oxalicum (deep-sea fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium oxalicum

South China Sea

DOI: 10.3390/md19010009 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

324.3 Da

Threshold ≤ 500

ALogP

2.06

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H16N2O4

Molecular Weight:

324.3360 Da

SMILES:

COC(=O)[C@H](Cc1ccc(O)cc1)n1cnc2ccccc2c1=O

InChIKey:

                        XPQLPNRQDBHDTQ-INIZCTEOSA-N
                        
                    

InChI:

InChI=1S/C18H16N2O4/c1-24-18(23)16(10-12-6-8-13(21)9-7-12)20-11-19-15-5-3-2-4-14(15)17(20)22/h2-9,11,16,21H,10H2,1H3/t16-/m0/s1

Calculated Properties

ALogP:

2.059 lipophilicity

TPSA:

81.42 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.1667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000861

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Quinazoline 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	IC50	Vibrio harveyi; Vibrio parahaemolyticus	0.57–9.1 μg/mL	10.3390/md19010009 Marine Drugs
Antibacterial	inhibition_zone	Vibrio harveyi; Vibrio parahaemolyticus	> 10.0 mm	10.3390/md19010009 Marine Drugs

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