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

ID: ALA191444

Chembl Id: CHEMBL191444

PubChem CID: 44398517

Max Phase: Preclinical

Molecular Formula: C32H30N2O4

Molecular Weight: 506.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N[C@@H](Cc2ccc(OCc3ccccc3)cc2)C(=O)N[C@H]1Cc1ccc(OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C32H30N2O4/c35-31-29(19-23-11-15-27(16-12-23)37-21-25-7-3-1-4-8-25)33-32(36)30(34-31)20-24-13-17-28(18-14-24)38-22-26-9-5-2-6-10-26/h1-18,29-30H,19-22H2,(H,33,36)(H,34,35)/t29-,30-/m0/s1

Standard InChI Key:  ZQWZOXZKTPYDHR-KYJUHHDHSA-N

Alternative Forms

1. Parent:

   

   ALA191444

   (3S,6S)-3,6-bis[(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: 506.60

Molecular Weight (Monoisotopic): 506.2206

AlogP: 4.61

#Rotatable Bonds: 10

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.53

CX Basic pKa:

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.33

Np Likeness Score: 0.13

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