(S)-2-Isobutyl-4-methanesulfonyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

ID: ALA339566

PubChem CID: 44350496

Max Phase: Preclinical

Molecular Formula: C14H26N2O5S

Molecular Weight: 334.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H]1C(=O)N(S(C)(=O)=O)CCN1C(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C14H26N2O5S/c1-10(2)9-11-12(17)16(22(6,19)20)8-7-15(11)13(18)21-14(3,4)5/h10-11H,7-9H2,1-6H3/t11-/m0/s1

Standard InChI Key:  QGAZBRIVCFVTDM-NSHDSACASA-N

Molfile:  

     RDKit          2D

 22 22  0  0  1  0  0  0  0  0999 V2000
    3.8542   -2.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -2.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -1.6917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -4.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -2.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -5.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292   -1.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792   -1.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -2.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -5.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -6.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -0.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417   -6.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -7.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -6.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -2.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7167   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  8  1  0
  5  2  1  0
  6  4  1  0
  7  1  1  0
  8  7  1  0
  9  6  1  0
 10  3  2  0
 11  3  2  0
 12  2  2  0
 13  6  2  0
  5 14  1  6
 15  9  1  0
 16  3  1  0
 17 14  1  0
 18 15  1  0
 19 15  1  0
 20 15  1  0
 21 17  1  0
 22 17  1  0
  5  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA339566

   (S)-2-Isobutyl-4-methanesulfonyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

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: 334.44

Molecular Weight (Monoisotopic): 334.1562

AlogP: 1.44

#Rotatable Bonds: 3

Polar Surface Area: 83.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.12

CX LogD: 1.12

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -0.67

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