2-(4-((4-Cyclohexylbenzyl)oxy)piperidin-1-yl)-N-methylethan-1-amine

ID: ALA3939593

PubChem CID: 134149335

Max Phase: Preclinical

Molecular Formula: C21H34N2O

Molecular Weight: 330.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCN1CCC(OCc2ccc(C3CCCCC3)cc2)CC1

Standard InChI:  InChI=1S/C21H34N2O/c1-22-13-16-23-14-11-21(12-15-23)24-17-18-7-9-20(10-8-18)19-5-3-2-4-6-19/h7-10,19,21-22H,2-6,11-17H2,1H3

Standard InChI Key:  SVGZJNSANYCCJO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.7370   -5.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3243   -5.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5071   -5.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0944   -6.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2772   -6.6830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8645   -5.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0473   -5.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8645   -7.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0473   -7.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6345   -6.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8173   -6.6830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4046   -7.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5874   -7.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1747   -6.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3575   -6.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9448   -7.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1276   -7.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7149   -6.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8977   -6.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4850   -7.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8977   -8.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7149   -8.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3575   -8.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1747   -8.1053    0.0000 C   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
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 22  1  0
 16 23  1  0
 23 24  2  0
 13 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3939593

   ---

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: 330.52

Molecular Weight (Monoisotopic): 330.2671

AlogP: 3.93

#Rotatable Bonds: 7

Polar Surface Area: 24.50

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 3.63

CX LogD: 1.14

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.82

Np Likeness Score: -0.54

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