(S)-2-Isobutyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

ID: ALA339582

PubChem CID: 44350335

Max Phase: Preclinical

Molecular Formula: C13H24N2O3

Molecular Weight: 256.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H]1C(=O)NCCN1C(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C13H24N2O3/c1-9(2)8-10-11(16)14-6-7-15(10)12(17)18-13(3,4)5/h9-10H,6-8H2,1-5H3,(H,14,16)/t10-/m0/s1

Standard InChI Key:  JVOGXQHVVLCSNG-JTQLQIEISA-N

Molfile:  

     RDKit          2D

 18 18  0  0  1  0  0  0  0  0999 V2000
    0.2375   -3.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -4.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9500   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9500   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750   -4.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -1.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -4.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667   -1.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750   -5.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -6.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -5.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3000   -5.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0917   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  1  0
  5  2  1  0
  6 12  1  0
  7  2  2  0
  3  8  1  6
  9  4  2  0
 10  5  1  0
 11  1  1  0
 12 11  1  0
 13  8  1  0
 14 10  1  0
 15 10  1  0
 16 10  1  0
 17 13  1  0
 18 13  1  0
  6  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA339582

   tert-butyl (2S)-2-(2-methylpropyl)-3-oxopiperazine-1-carboxylate

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: 256.35

Molecular Weight (Monoisotopic): 256.1787

AlogP: 1.77

#Rotatable Bonds: 2

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.64

CX LogD: 1.64

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.82

Np Likeness Score: -0.39

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