(3S,6S)-3-(4-Aminobutyl)-6-benzylpiperazine-2,5-dione

ID: ALA4475408

PubChem CID: 102304523

Max Phase: Preclinical

Molecular Formula: C15H21N3O2

Molecular Weight: 275.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCCCC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C15H21N3O2/c16-9-5-4-8-12-14(19)18-13(15(20)17-12)10-11-6-2-1-3-7-11/h1-3,6-7,12-13H,4-5,8-10,16H2,(H,17,20)(H,18,19)/t12-,13-/m0/s1

Standard InChI Key:  MESCLBRMEHFBJF-STQMWFEESA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   35.3208   -9.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3208  -10.0622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0261  -10.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7314  -10.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7314   -9.2450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0261   -8.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0261   -8.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0261  -11.2838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4385  -10.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6119   -8.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1468  -10.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9054   -9.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8539  -10.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5622  -10.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2693  -10.4759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1971   -8.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4911   -9.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4930  -10.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2069  -10.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9100  -10.0616    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  1
  1 10  1  1
  9 11  1  0
 10 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475408

   (3S,6S)-3-(4-aminobutyl)-6-benzylpiperazine-2,5-dione

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: 275.35

Molecular Weight (Monoisotopic): 275.1634

AlogP: 0.34

#Rotatable Bonds: 6

Polar Surface Area: 84.22

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.26

CX Basic pKa: 10.12

CX LogP: 0.18

CX LogD: -2.15

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.65

Np Likeness Score: 0.90

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