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

ID: ALA3930600

PubChem CID: 134138246

Max Phase: Preclinical

Molecular Formula: C17H25F3N2O2

Molecular Weight: 346.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H25F3N2O2/c1-21-8-11-22-9-6-16(7-10-22)23-12-14-2-4-15(5-3-14)24-13-17(18,19)20/h2-5,16,21H,6-13H2,1H3

Standard InChI Key:  FPMCBNOZDJXPHM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   12.6790   -8.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9658   -9.0214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2567   -8.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5476   -9.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8385   -8.6087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8385   -7.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1253   -7.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1253   -9.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4162   -8.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4162   -7.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7071   -7.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9980   -7.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2890   -7.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2890   -6.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5799   -6.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -6.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1576   -6.1488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -6.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7394   -6.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -7.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5799   -7.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -5.7743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6006   -5.3029    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9320   -6.4517    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
 18 19  1  0
 16 20  1  0
 20 21  2  0
 13 21  1  0
 19 22  1  0
 19 23  1  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3930600

   ---

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: 346.39

Molecular Weight (Monoisotopic): 346.1868

AlogP: 2.83

#Rotatable Bonds: 8

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: 2.31

CX LogD: -0.18

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -1.12

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