SCS-C002281

3-benzyl-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids | Small peptides Class: Dipeptides | Simple diketopiperazine alkaloids

Back to List

Chemical Structure

Structure of 3-benzyl-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione

Loading 3D structure...

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

Penicilliumsp. (Marinefungus)

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

Hong Kong · -

Acta Scientiarum Naturalium Universitatis Sunyatseni, 2010, 49(4), 77-80.

Drug-likeness (Lipinski Ro5)

Molecular Weight

310.3 Da

Threshold ≤ 500

ALogP

1.16

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H18N2O3

Molecular Weight:

310.3000 Da

SMILES:

O=C1NC(Cc2ccc(O)cc2)C(=O)NC1Cc1ccccc1

InChIKey:

                        GRWVBLRIPRGGPD-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C18H18N2O3/c21-14-8-6-13(7-9-14)11-16-18(23)19-15(17(22)20-16)10-12-4-2-1-3-5-12/h1-9,15-16,21H,10-11H2,(H,19,23)(H,20,22)

Calculated Properties

ALogP:

1.161 lipophilicity

TPSA:

78.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2222 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002281

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids Small peptides

NPClassifier Class:

Dipeptides Simple diketopiperazine 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	—	Staphylococcusaureus	Antibacterialactivity	—

Back to Compounds