1-(4-(4-Aminophenyl)piperazin-1-yl)-4-(thiophen-2-yl)butan-1-one

ID: ALA4789809

PubChem CID: 162669722

Max Phase: Preclinical

Molecular Formula: C18H23N3OS

Molecular Weight: 329.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(N2CCN(C(=O)CCCc3cccs3)CC2)cc1

Standard InChI:  InChI=1S/C18H23N3OS/c19-15-6-8-16(9-7-15)20-10-12-21(13-11-20)18(22)5-1-3-17-4-2-14-23-17/h2,4,6-9,14H,1,3,5,10-13,19H2

Standard InChI Key:  WZBIVZGDAOUNFF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   18.1557   -7.9573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5601   -8.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3732   -8.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7880   -7.9641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3794   -7.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5602   -7.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6093   -7.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0146   -8.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8359   -8.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2454   -9.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0667   -9.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5424  -10.0662    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.3249   -9.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3286   -8.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5484   -8.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3373   -7.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9258   -7.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1052   -7.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6953   -7.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1077   -8.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9269   -8.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0211   -7.2579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8739   -7.9567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 16  1  0
  7 22  2  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4789809

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.47

Molecular Weight (Monoisotopic): 329.1562

AlogP: 3.00

#Rotatable Bonds: 5

Polar Surface Area: 49.57

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.86

CX LogP: 2.96

CX LogD: 2.95

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -1.91

References

1. Devine R,Kelada M,Leonard S,Martin DSD,Walsh JMD,Breen CJ,Driver RB,Kinsella GK,Findlay JBC,Stephens JC.  (2020)  Design, synthesis, and biological evaluation of aryl piperazines with potential as antidiabetic agents via the stimulation of glucose uptake and inhibition of NADH:ubiquinone oxidoreductase.,  202  [PMID:32645646] [10.1016/j.ejmech.2020.112416]

Source

Source(1):

• Scientific Literature