(R,S)N-Benzyl-4-hydroxy-2-morpholinobutanamide

ID: ALA1651902

PubChem CID: 51031627

Max Phase: Preclinical

Molecular Formula: C15H22N2O3

Molecular Weight: 278.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccccc1)C(CCO)N1CCOCC1

Standard InChI:  InChI=1S/C15H22N2O3/c18-9-6-14(17-7-10-20-11-8-17)15(19)16-12-13-4-2-1-3-5-13/h1-5,14,18H,6-12H2,(H,16,19)

Standard InChI Key:  XCZKTUAGFKNATC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -0.6913  -13.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4072  -13.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4072  -14.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913  -14.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246  -13.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913  -12.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5506  -12.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347  -12.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1230  -12.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1230  -13.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347  -13.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5506  -13.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246  -14.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246  -12.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246  -11.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913  -10.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913  -10.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -9.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363  -10.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363  -10.8333    0.0000 C   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 10  1  0
  4 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
  6 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1651902

   N-benzyl-4-hydroxy-2-morpholin-4-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: 278.35

Molecular Weight (Monoisotopic): 278.1630

AlogP: 0.39

#Rotatable Bonds: 6

Polar Surface Area: 61.80

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.72

CX LogP: 0.17

CX LogD: 0.16

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -1.07

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