N-(4-(2-(dimethylamino)ethoxy)phenyl)-11,12-dihydro-6H-dibenzo[b,f]thiocin-12-amine

ID: ALA4167662

PubChem CID: 145953632

Max Phase: Preclinical

Molecular Formula: C25H28N2OS

Molecular Weight: 404.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCOc1ccc(NC2Cc3ccccc3CSc3ccccc32)cc1

Standard InChI:  InChI=1S/C25H28N2OS/c1-27(2)15-16-28-22-13-11-21(12-14-22)26-24-17-19-7-3-4-8-20(19)18-29-25-10-6-5-9-23(24)25/h3-14,24,26H,15-18H2,1-2H3

Standard InChI Key:  YXKKNTACSGAWFM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   10.0548   -0.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0549   -2.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8744   -2.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8744   -0.5606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4495   -1.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4464   -1.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1527   -2.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8626   -1.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8617   -1.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1548   -0.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4762   -1.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4756   -1.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7636   -0.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0518   -1.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0565   -1.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7690   -2.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2756   -3.2357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8625   -3.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0478   -3.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6348   -4.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0390   -5.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8604   -5.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2697   -4.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6268   -6.0545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0319   -6.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6198   -7.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0248   -8.1796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6127   -8.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8420   -8.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0
 11  2  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  3 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4167662

   ---

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: 404.58

Molecular Weight (Monoisotopic): 404.1922

AlogP: 5.63

#Rotatable Bonds: 6

Polar Surface Area: 24.50

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.85

CX LogP: 5.38

CX LogD: 3.92

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: -0.81

References

1. Xiong H, Han J, Wang J, Lu W, Wang C, Chen Y, Fulin Lian, Zhang N, Liu YC, Zhang C, Ding H, Jiang H, Lu W, Luo C, Zhou B..  (2018)  Discovery of 1,8-acridinedione derivatives as novel GCN5 inhibitors via high throughput screening.,  151  [PMID:29665527] [10.1016/j.ejmech.2018.02.005]

Source

Source(1):

• Scientific Literature