3-(Thiophen-2-ylthio)-1-(4-(4-(trifluoromethyl)phenyl)piperazin-1-yl)propan-1-one

ID: ALA4795947

PubChem CID: 89525654

Max Phase: Preclinical

Molecular Formula: C18H19F3N2OS2

Molecular Weight: 400.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCSc1cccs1)N1CCN(c2ccc(C(F)(F)F)cc2)CC1

Standard InChI:  InChI=1S/C18H19F3N2OS2/c19-18(20,21)14-3-5-15(6-4-14)22-8-10-23(11-9-22)16(24)7-13-26-17-2-1-12-25-17/h1-6,12H,7-11,13H2

Standard InChI Key:  SAHNIRKFADWSCR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.4089  -15.7619    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.4131  -14.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6992  -15.3497    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.6983  -14.9447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1028  -15.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9159  -15.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3306  -14.9515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9220  -14.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1028  -14.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1519  -14.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5573  -15.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3786  -15.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7881  -16.3864    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.6094  -16.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0850  -17.0536    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.8675  -16.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8712  -15.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0911  -15.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8800  -14.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4684  -14.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6479  -14.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2379  -14.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6503  -15.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4695  -15.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0035  -14.2325    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.5637  -14.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  4 19  1  0
 22  2  1  0
  2 25  1  0
 10 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795947

   3-Thiophen-2-ylsulfanyl-1-[4-[4-(trifluoromethyl)phenyl]piperazin-1-yl]propan-1-one

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: 400.49

Molecular Weight (Monoisotopic): 400.0891

AlogP: 4.60

#Rotatable Bonds: 5

Polar Surface Area: 23.55

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.86

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.69

Np Likeness Score: -1.94

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