(3S,6S)-3-Benzyl-6-(4-benzyloxy-benzyl)-piperazine-2,5-dione

ID: ALA190341

Chembl Id: CHEMBL190341

PubChem CID: 44398621

Max Phase: Preclinical

Molecular Formula: C25H24N2O3

Molecular Weight: 400.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N[C@@H](Cc2ccc(OCc3ccccc3)cc2)C(=O)N[C@H]1Cc1ccccc1

Standard InChI:  InChI=1S/C25H24N2O3/c28-24-22(15-18-7-3-1-4-8-18)26-25(29)23(27-24)16-19-11-13-21(14-12-19)30-17-20-9-5-2-6-10-20/h1-14,22-23H,15-17H2,(H,26,29)(H,27,28)/t22-,23-/m0/s1

Standard InChI Key:  TZIMAMXIRZNROC-GOTSBHOMSA-N

Alternative Forms

1. Parent:

   

   ALA190341

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

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 400.48

Molecular Weight (Monoisotopic): 400.1787

AlogP: 3.03

#Rotatable Bonds: 7

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.75

CX Basic pKa:

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: 0.16

References

1. Zeng Y, Li Q, Hanzlik RP, Aubé J..  (2005)  Synthesis of a small library of diketopiperazines as potential inhibitors of calpain.,  15  (12): [PMID:15896956] [10.1016/j.bmcl.2005.04.031]

2. Simon G, Bérubé C, Voyer N, Grenier D..  (2019)  Anti-biofilm and anti-adherence properties of novel cyclic dipeptides against oral pathogens.,  27  (12): [PMID:30528685] [10.1016/j.bmc.2018.11.042]

Source

Source(1):

• Scientific Literature