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

ID: ALA3902609

PubChem CID: 134135786

Max Phase: Preclinical

Molecular Formula: C19H32N2O

Molecular Weight: 304.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCN1CCC(OCc2ccc(CC(C)C)cc2)CC1

Standard InChI:  InChI=1S/C19H32N2O/c1-16(2)14-17-4-6-18(7-5-17)15-22-19-8-11-21(12-9-19)13-10-20-3/h4-7,16,19-20H,8-15H2,1-3H3

Standard InChI Key:  YWNMOMVIHTWXNN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    6.8908  -11.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6040  -11.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6040  -10.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3131  -11.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0222  -11.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0222  -10.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7313  -10.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4445  -10.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1536  -10.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8627  -10.4771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5718  -10.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5718   -9.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2850   -8.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9941   -9.2472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7032   -8.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4123   -9.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1213   -8.8345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8346   -9.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9941  -10.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2850  -10.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4445  -11.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7313  -11.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  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
 17 18  1  0
 14 19  1  0
 19 20  1  0
 11 20  1  0
  8 21  1  0
 21 22  2  0
  5 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3902609

   ---

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: 304.48

Molecular Weight (Monoisotopic): 304.2515

AlogP: 3.09

#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: 3.20

CX LogD: 0.71

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -0.49

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