SCS-C004929

(6R,3Z)-3-benzylidene-6-isobutyl-1-methylpiperazine-2,5-dione

Pathway: Alkaloids | Amino acids and Peptides

Chemical Structure

Structure of (6R,3Z)-3-benzylidene-6-isobutyl-1-methylpiperazine-2,5-dione

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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

Streptomyces sp. (bacterium)

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

South China Sea

DOI: 10.1080/14786419.2015.1045509 · Natural Product Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

272.3 Da

Threshold ≤ 500

ALogP

2.03

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H20N2O2

Molecular Weight:

272.3480 Da

SMILES:

CC(C)C[C@@H]1C(=O)N/C(=C\c2ccccc2)C(=O)N1C

InChIKey:

                        LOVLOUWGLUGEOM-QLKUMGTLSA-N
                        
                    

InChI:

InChI=1S/C16H20N2O2/c1-11(2)9-14-15(19)17-13(16(20)18(14)3)10-12-7-5-4-6-8-12/h4-8,10-11,14H,9H2,1-3H3,(H,17,19)/b13-10-/t14-/m1/s1

Calculated Properties

ALogP:

2.030 lipophilicity

TPSA:

49.41 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.3750 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004929

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27162

Biological Activity Data

No bioactivity data available for this compound.

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