1-{4-[(4-Methoxy-phenyl)-(4-trifluoromethyl-phenyl)-methyl]-piperazin-1-yl}-3,3-diphenyl-propan-1-one

ID: ALA3930176

PubChem CID: 9915781

Max Phase: Preclinical

Molecular Formula: C34H33F3N2O2

Molecular Weight: 558.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(c2ccc(C(F)(F)F)cc2)N2CCN(C(=O)CC(c3ccccc3)c3ccccc3)CC2)cc1

Standard InChI:  InChI=1S/C34H33F3N2O2/c1-41-30-18-14-28(15-19-30)33(27-12-16-29(17-13-27)34(35,36)37)39-22-20-38(21-23-39)32(40)24-31(25-8-4-2-5-9-25)26-10-6-3-7-11-26/h2-19,31,33H,20-24H2,1H3

Standard InChI Key:  HDBMKSCBAFSILW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
   11.1104   -6.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2932   -6.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8846   -6.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5190   -6.0388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0674   -6.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6588   -6.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8416   -6.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4330   -6.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8416   -5.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6588   -5.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2932   -5.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8846   -4.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2932   -3.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1104   -3.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5190   -4.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1104   -5.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5190   -7.4529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3362   -7.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7448   -8.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3362   -8.8711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5190   -8.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1104   -8.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7448   -9.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3362  -10.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7448  -10.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3362  -11.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5190  -11.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1104  -10.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5190  -10.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1104  -12.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5620   -9.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9706   -8.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7877   -8.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1963   -9.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7877  -10.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9706  -10.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0135   -9.5760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4221  -10.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2932  -12.4090    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5196  -13.1156    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.6936  -13.1122    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
  3  5  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
  3 11  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 22  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 24 29  2  0
 27 30  1  0
 23 24  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 31 36  2  0
 37 38  1  0
 34 37  1  0
 23 31  1  0
 20 23  1  0
  1 17  1  0
 30 39  1  0
 30 40  1  0
 30 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3930176

   1-[4-[(4-Methoxyphenyl)-[4-(trifluoromethyl)phenyl]methyl]piperazin-1-yl]-3,3-diphenylpropan-1-one

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: 558.64

Molecular Weight (Monoisotopic): 558.2494

AlogP: 7.17

#Rotatable Bonds: 8

Polar Surface Area: 32.78

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.61

CX LogP: 7.19

CX LogD: 7.13

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: -0.94

References

1.  (2004)  Calcium channel inhibitors comprising benzhydril spaced from piperazine, 

Source

Source(1):

• Patent Bioactivity Data