(3S,6S)-3-Benzyl-6-sec-butylpiperazine-2,5-dione

ID: ALA4521288

PubChem CID: 155542574

Max Phase: Preclinical

Molecular Formula: C15H20N2O2

Molecular Weight: 260.34

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H20N2O2/c1-3-10(2)13-15(19)16-12(14(18)17-13)9-11-7-5-4-6-8-11/h4-8,10,12-13H,3,9H2,1-2H3,(H,16,19)(H,17,18)/t10?,12-,13-/m0/s1

Standard InChI Key:  FLAZKCMOQNUBTK-OLPBLLBXSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.8342   -9.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8342  -10.2438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395  -10.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448  -10.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448   -9.4266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395   -9.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395   -8.1967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395  -11.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9519  -10.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1253   -9.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188   -9.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7105   -9.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0044   -9.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0064  -10.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7203  -10.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234  -10.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507  -11.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6602  -10.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3673  -10.6555    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
 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
  9 17  1  0
  9 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521288

   ---

Molecule Features

Natural Product: Yes

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: 260.34

Molecular Weight (Monoisotopic): 260.1525

AlogP: 1.26

#Rotatable Bonds: 4

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.18

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: 1.48

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