(S)-1-Benzyl-3-isobutyl-piperazin-2-one

ID: ALA339677

PubChem CID: 11680357

Max Phase: Preclinical

Molecular Formula: C15H22N2O

Molecular Weight: 246.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NCCN(Cc2ccccc2)C1=O

Standard InChI:  InChI=1S/C15H22N2O/c1-12(2)10-14-15(18)17(9-8-16-14)11-13-6-4-3-5-7-13/h3-7,12,14,16H,8-11H2,1-2H3/t14-/m0/s1

Standard InChI Key:  ACYXOIGSQZBGFG-AWEZNQCLSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  1  0  0  0  0  0999 V2000
    7.8250   -1.8292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5375   -2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5375   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8250   -3.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8250   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2542   -1.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2542   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1167   -2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1167   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5417   -0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9667   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2542   -1.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5375    0.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6792   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9667   -2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2500    0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9667   -0.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9667    0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  9  1  0
  5  1  1  0
  6  2  2  0
  3  7  1  6
  8  1  1  0
  9  8  1  0
 10  5  1  0
 11  7  1  0
 12 10  2  0
 13 10  1  0
 14 11  1  0
 15 11  1  0
 16 13  2  0
 17 12  1  0
 18 16  1  0
  3  4  1  0
 18 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA339677

   (3S)-1-benzyl-3-(2-methylpropyl)piperazin-2-one

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: 246.35

Molecular Weight (Monoisotopic): 246.1732

AlogP: 2.03

#Rotatable Bonds: 4

Polar Surface Area: 32.34

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.34

CX LogP: 2.30

CX LogD: 2.03

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.88

Np Likeness Score: -0.16

References

1. Seibel J, Brown D, Amour A, Macdonald SJ, Oldham NJ, Schofield CJ..  (2003)  Synthesis and evaluation of delta-lactams (piperazones) as elastase inhibitors.,  13  (3): [PMID:12565935] [10.1016/s0960-894x(02)00995-2]

Source

Source(1):

• Scientific Literature