5-Bromo-4-(2-ethoxyphenoxy)-N-(m-tolyl)pyrimidin-2-amine

ID: ALA4783288

PubChem CID: 162666500

Max Phase: Preclinical

Molecular Formula: C19H18BrN3O2

Molecular Weight: 400.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1ccccc1Oc1nc(Nc2cccc(C)c2)ncc1Br

Standard InChI:  InChI=1S/C19H18BrN3O2/c1-3-24-16-9-4-5-10-17(16)25-18-15(20)12-21-19(23-18)22-14-8-6-7-13(2)11-14/h4-12H,3H2,1-2H3,(H,21,22,23)

Standard InChI Key:  ZHUWBZNOBXMXNS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   11.6526  -25.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6515  -26.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3662  -27.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3645  -25.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0799  -25.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0787  -26.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7955  -27.0444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7980  -25.3783    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.5194  -25.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5181  -26.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2341  -27.0408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9520  -26.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9493  -25.7947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2326  -25.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6671  -27.0382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3809  -26.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0945  -27.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8079  -26.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8072  -25.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0871  -25.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3767  -25.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5228  -27.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3659  -27.8650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6514  -28.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9370  -27.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 18 22  1  0
  3 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783288

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 400.28

Molecular Weight (Monoisotopic): 399.0582

AlogP: 5.48

#Rotatable Bonds: 6

Polar Surface Area: 56.27

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.95

CX Basic pKa: 1.55

CX LogP: 5.74

CX LogD: 5.74

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -1.41

References

1. Sun D,Yang Z,Zhen Y,Yang Y,Chen Y,Yuan Y,Zhang L,Zeng X,Chen L.  (2020)  Discovery of 5-bromo-4-phenoxy-N-phenylpyrimidin-2-amine derivatives as novel ULK1 inhibitors that block autophagy and induce apoptosis in non-small cell lung cancer.,  208  [PMID:32961380] [10.1016/j.ejmech.2020.112782]

Source

Source(1):

• Scientific Literature