1-(4-Hydroxyphenyl)-3-(4-(4-(trifluoromethyl)phenyl)piperazin-1-yl)propan-1-one

ID: ALA4475359

PubChem CID: 155537441

Max Phase: Preclinical

Molecular Formula: C20H21F3N2O2

Molecular Weight: 378.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCN1CCN(c2ccc(C(F)(F)F)cc2)CC1)c1ccc(O)cc1

Standard InChI:  InChI=1S/C20H21F3N2O2/c21-20(22,23)16-3-5-17(6-4-16)25-13-11-24(12-14-25)10-9-19(27)15-1-7-18(26)8-2-15/h1-8,26H,9-14H2

Standard InChI Key:  OIARJOLWLNTRJC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.5109  -18.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5097  -19.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2246  -19.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9410  -19.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9381  -18.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2227  -18.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6511  -18.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3670  -18.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6479  -17.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0800  -18.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7959  -18.6938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7949  -19.9474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7967  -19.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5087  -19.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2239  -19.5152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2228  -18.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5064  -18.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9359  -19.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9345  -20.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6481  -21.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3636  -20.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3609  -19.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6467  -19.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0806  -21.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7313  -21.5332    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.1301  -22.0096    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.8862  -20.8513    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
  2 12  1  0
 11 13  1  0
 11 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475359

   ---

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: 378.39

Molecular Weight (Monoisotopic): 378.1555

AlogP: 3.81

#Rotatable Bonds: 5

Polar Surface Area: 43.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.89

CX Basic pKa: 7.14

CX LogP: 3.48

CX LogD: 3.59

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.80

Np Likeness Score: -1.18

References

1. Paucar R, Martín-Escolano R, Moreno-Viguri E, Azqueta A, Cirauqui N, Marín C, Sánchez-Moreno M, Pérez-Silanes S..  (2019)  Rational modification of Mannich base-type derivatives as novel antichagasic compounds: Synthesis, in vitro and in vivo evaluation.,  27  (17): [PMID:31345745] [10.1016/j.bmc.2019.07.029]

Source

Source(1):

• Scientific Literature