2-(4-([1,1'-Biphenyl]-4-ylmethoxy)piperidin-1-yl)-N-methylethan-1-amine

ID: ALA3957029

PubChem CID: 134155520

Max Phase: Preclinical

Molecular Formula: C21H28N2O

Molecular Weight: 324.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCN1CCC(OCc2ccc(-c3ccccc3)cc2)CC1

Standard InChI:  InChI=1S/C21H28N2O/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/h2-10,21-22H,11-17H2,1H3

Standard InChI Key:  GBDIISBIAOHVMJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   16.9917   -8.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5790   -9.3438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7618   -9.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3490  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5319  -10.0529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1191   -9.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3019   -9.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8892  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0720  -10.0529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6593  -10.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8421  -10.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4294  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6122  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1995  -10.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3823  -10.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9696  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1524  -10.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7396  -10.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1524  -11.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9696  -11.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6122  -11.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4294  -11.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3019  -10.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1191  -10.7661    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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 15 20  1  0
 14 21  1  0
 21 22  2  0
 11 22  1  0
  8 23  1  0
 23 24  1  0
  5 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3957029

   ---

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: 324.47

Molecular Weight (Monoisotopic): 324.2202

AlogP: 3.55

#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: 3.16

CX LogD: 0.67

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -0.61

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