2-(4-((4-(3,5-Dimethyl-1H-pyrazol-1-yl)benzyl)oxy)piperidin-1-yl)-N-methylethan-1-amine

ID: ALA3956007

PubChem CID: 134144962

Max Phase: Preclinical

Molecular Formula: C20H30N4O

Molecular Weight: 342.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCN1CCC(OCc2ccc(-n3nc(C)cc3C)cc2)CC1

Standard InChI:  InChI=1S/C20H30N4O/c1-16-14-17(2)24(22-16)19-6-4-18(5-7-19)15-25-20-8-11-23(12-9-20)13-10-21-3/h4-7,14,20-21H,8-13,15H2,1-3H3

Standard InChI Key:  DBWNSLHFKVEMFR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    7.6874  -10.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8581   -9.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103   -9.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7189   -8.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3845   -7.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5214   -8.6865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6054   -9.5010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3186   -9.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277   -9.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7368   -9.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7368  -10.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4459  -11.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1591  -10.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8682  -11.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5773  -10.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2864  -11.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2864  -11.9608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9996  -12.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7087  -11.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7087  -11.1436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4178  -10.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5773  -12.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8682  -11.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277  -11.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3186  -10.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  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
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 14 23  1  0
 11 24  1  0
 24 25  2  0
  8 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3956007

   ---

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: 342.49

Molecular Weight (Monoisotopic): 342.2420

AlogP: 2.69

#Rotatable Bonds: 7

Polar Surface Area: 42.32

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 1.93

CX LogD: -0.56

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.84

Np Likeness Score: -1.63

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