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

ID: ALA3911620

PubChem CID: 134132824

Max Phase: Preclinical

Molecular Formula: C20H34N2O

Molecular Weight: 318.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)(C)c1ccc(COC2CCN(CCNC)CC2)cc1

Standard InChI:  InChI=1S/C20H34N2O/c1-5-20(2,3)18-8-6-17(7-9-18)16-23-19-10-13-22(14-11-19)15-12-21-4/h6-9,19,21H,5,10-16H2,1-4H3

Standard InChI Key:  MJBSRPRJLFEYAZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    5.5635   -7.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9762   -6.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1587   -6.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6876   -7.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3967   -6.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1099   -7.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1099   -7.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8190   -8.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5281   -7.9935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2372   -8.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9463   -7.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6554   -8.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6554   -9.2234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3686   -9.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0777   -9.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0777   -8.4062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7868   -7.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9463   -9.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2372   -9.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3967   -8.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6876   -7.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9814   -5.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2763   -5.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 10 19  1  0
  7 20  1  0
 20 21  2  0
  4 21  1  0
  2 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3911620

   ---

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: 318.51

Molecular Weight (Monoisotopic): 318.2671

AlogP: 3.57

#Rotatable Bonds: 8

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: 3.50

CX LogD: 1.02

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -0.84

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