2-((5-Bromo-2-((2,4-dimethylphenyl)amino)pyrimidin-4-yl)oxy)-N-methylbenzamide

ID: ALA4762124

PubChem CID: 162660422

Max Phase: Preclinical

Molecular Formula: C20H19BrN4O2

Molecular Weight: 427.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccccc1Oc1nc(Nc2ccc(C)cc2C)ncc1Br

Standard InChI:  InChI=1S/C20H19BrN4O2/c1-12-8-9-16(13(2)10-12)24-20-23-11-15(21)19(25-20)27-17-7-5-4-6-14(17)18(26)22-3/h4-11H,1-3H3,(H,22,26)(H,23,24,25)

Standard InChI Key:  IAYVYZLZMQDDQJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.5065  -10.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5053  -10.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2201  -11.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2183   -9.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9336  -10.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9324  -10.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6493  -11.3319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6517   -9.6658    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   25.3731  -10.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3719  -10.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0880  -11.3284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8058  -10.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8030  -10.0823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0864   -9.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5208  -11.3259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2347  -10.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2198  -12.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5052  -12.5647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9341  -12.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5049  -13.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9483  -11.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6616  -10.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6609  -10.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9408   -9.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2304  -10.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3743   -9.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9469  -12.1534    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
  3 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 16 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 16  1  0
 23 26  1  0
 21 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762124

   ---

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: 427.30

Molecular Weight (Monoisotopic): 426.0691

AlogP: 4.75

#Rotatable Bonds: 5

Polar Surface Area: 76.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.92

CX Basic pKa: 1.72

CX LogP: 5.13

CX LogD: 5.13

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -1.58

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