(3R,6R)-3-(4-(Benzyloxy)benzyl)-6-methylpiperazine-2,5-dione

ID: ALA4532044

PubChem CID: 155546623

Max Phase: Preclinical

Molecular Formula: C19H20N2O3

Molecular Weight: 324.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1NC(=O)[C@@H](Cc2ccc(OCc3ccccc3)cc2)NC1=O

Standard InChI:  InChI=1S/C19H20N2O3/c1-13-18(22)21-17(19(23)20-13)11-14-7-9-16(10-8-14)24-12-15-5-3-2-4-6-15/h2-10,13,17H,11-12H2,1H3,(H,20,23)(H,21,22)/t13-,17-/m1/s1

Standard InChI Key:  GKLJAAFACDWDED-CXAGYDPISA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   16.2860  -14.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2860  -15.1758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9913  -15.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6966  -15.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6966  -14.3586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9913  -13.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9913  -13.1287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9913  -16.3975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4037  -15.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5771  -13.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8706  -14.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1623  -13.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4563  -14.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4582  -15.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1721  -15.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8752  -15.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7523  -15.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0428  -15.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3369  -15.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6293  -15.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9238  -15.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9269  -16.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6413  -16.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3439  -16.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  3  8  2  0
  4  9  1  6
  1 10  1  6
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532044

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 324.38

Molecular Weight (Monoisotopic): 324.1474

AlogP: 1.81

#Rotatable Bonds: 5

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.66

CX Basic pKa: ┄

CX LogP: 2.15

CX LogD: 2.15

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.88

Np Likeness Score: 0.65

References

1. 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