(R,S)4-Hydroxy-2-(piperazin-1-yl)butanamide

ID: ALA1651901

PubChem CID: 51031626

Max Phase: Preclinical

Molecular Formula: C8H17N3O2

Molecular Weight: 187.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)C(CCO)N1CCNCC1

Standard InChI:  InChI=1S/C8H17N3O2/c9-8(13)7(1-6-12)11-4-2-10-3-5-11/h7,10,12H,1-6H2,(H2,9,13)

Standard InChI Key:  MTMLZDTYEUFDOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   15.1728   -5.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7582   -6.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1728   -7.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9978   -7.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7582   -4.9983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9978   -5.7147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9331   -6.4229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5226   -7.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6976   -7.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2830   -6.4229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6976   -5.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5226   -5.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4124   -6.4229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  1  5  2  0
  1  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 12  1  0
  2  7  1  0
  4 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1651901

   4-Hydroxy-2-piperazin-1-ylbutanamide

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: 187.24

Molecular Weight (Monoisotopic): 187.1321

AlogP: -1.87

#Rotatable Bonds: 4

Polar Surface Area: 78.59

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.92

CX LogP: -2.09

CX LogD: -3.61

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.48

Np Likeness Score: -0.15

References

1. Kulig K, Więckowski K, Więckowska A, Gajda J, Pochwat B, Höfner GC, Wanner KT, Malawska B..  (2011)  Synthesis and biological evaluation of new derivatives of 2-substituted 4-hydroxybutanamides as GABA uptake inhibitors.,  46  (1): [PMID:21111516] [10.1016/j.ejmech.2010.11.001]

Source

Source(1):

• Scientific Literature