N-(3-(Mesitylethynyl)phenyl)-2,4,6-trimethylaniline

ID: ALA3809981

PubChem CID: 127045046

Max Phase: Preclinical

Molecular Formula: C26H27N

Molecular Weight: 353.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(C#Cc2cccc(Nc3c(C)cc(C)cc3C)c2)c(C)c1

Standard InChI:  InChI=1S/C26H27N/c1-17-12-19(3)25(20(4)13-17)11-10-23-8-7-9-24(16-23)27-26-21(5)14-18(2)15-22(26)6/h7-9,12-16,27H,1-6H3

Standard InChI Key:  YIQIDYRJAZXGFW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8915   -3.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8863   -5.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5847   -6.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -5.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935   -3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141   -5.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3164   -6.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6188   -7.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6240   -8.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9256   -9.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2220   -8.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2168   -7.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152   -6.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9110   -5.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2633   -9.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5868   -9.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  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  2  0
 13  8  1  0
  4 14  1  0
  6 15  1  0
  2 16  1  0
 12 17  1  0
 17 18  3  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 24 25  1  0
 22 26  1  0
 20 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3809981

   ---

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: 353.51

Molecular Weight (Monoisotopic): 353.2143

AlogP: 6.68

#Rotatable Bonds: 2

Polar Surface Area: 12.03

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.85

CX LogP: 8.61

CX LogD: 8.61

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.51

Np Likeness Score: -0.93

References

1. Wild CT, Zhu Y, Na Y, Mei F, Ynalvez MA, Chen H, Cheng X, Zhou J..  (2016)  Functionalized N,N-Diphenylamines as Potent and Selective EPAC2 Inhibitors.,  7  (5): [PMID:27190593] [10.1021/acsmedchemlett.5b00477]

Source

Source(1):

• Scientific Literature