N-Methyl-2-(4-((4-(trifluoromethoxy)benzyl)oxy)piperidin-1-yl)ethan-1-amine

ID: ALA3929454

PubChem CID: 134137680

Max Phase: Preclinical

Molecular Formula: C16H23F3N2O2

Molecular Weight: 332.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCN1CCC(OCc2ccc(OC(F)(F)F)cc2)CC1

Standard InChI:  InChI=1S/C16H23F3N2O2/c1-20-8-11-21-9-6-14(7-10-21)22-12-13-2-4-15(5-3-13)23-16(17,18)19/h2-5,14,20H,6-12H2,1H3

Standard InChI Key:  JXTSMPSQQKIELG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   14.1798   -6.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4707   -5.8318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7575   -6.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0484   -5.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3393   -6.2445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3393   -7.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6302   -7.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6302   -5.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9211   -6.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9211   -7.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2079   -7.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4988   -7.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7897   -7.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7897   -8.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0765   -8.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3674   -8.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6583   -8.7044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492   -8.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3674   -7.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0765   -7.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059   -7.9128    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8173   -7.4415    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486   -8.5903    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 13 20  1  0
 18 21  1  0
 18 22  1  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3929454

   ---

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: 332.37

Molecular Weight (Monoisotopic): 332.1712

AlogP: 2.79

#Rotatable Bonds: 7

Polar Surface Area: 33.73

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 2.94

CX LogD: 0.46

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.83

Np Likeness Score: -0.92

References

1. Shen Y, Szewczyk MM, Eram MS, Smil D, Kaniskan HÜ, de Freitas RF, Senisterra G, Li F, Schapira M, Brown PJ, Arrowsmith CH, Barsyte-Lovejoy D, Liu J, Vedadi M, Jin J..  (2016)  Discovery of a Potent, Selective, and Cell-Active Dual Inhibitor of Protein Arginine Methyltransferase 4 and Protein Arginine Methyltransferase 6.,  59  (19): [PMID:27584694] [10.1021/acs.jmedchem.6b01033]

Source

Source(1):

• Scientific Literature