2-((5-bromo-2-((4-bromophenyl)amino)pyrimidin-4-yl)oxy)-N-methylbenzamide

ID: ALA4753666

PubChem CID: 162653455

Max Phase: Preclinical

Molecular Formula: C18H14Br2N4O2

Molecular Weight: 478.14

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccccc1Oc1nc(Nc2ccc(Br)cc2)ncc1Br

Standard InChI:  InChI=1S/C18H14Br2N4O2/c1-21-16(25)13-4-2-3-5-15(13)26-17-14(20)10-22-18(24-17)23-12-8-6-11(19)7-9-12/h2-10H,1H3,(H,21,25)(H,22,23,24)

Standard InChI Key:  BPZWPAWJEQYPJP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    2.4749   -2.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738   -3.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1818   -3.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1800   -2.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8887   -2.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875   -3.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -3.8991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5999   -2.2487    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.3146   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3133   -3.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0226   -3.8955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7337   -3.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7310   -2.6612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -2.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4420   -3.8930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1491   -3.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815   -4.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4737   -5.1202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8891   -5.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4734   -5.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8559   -3.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5626   -3.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5619   -2.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8486   -2.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1449   -2.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2684   -2.2581    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA4753666

   ---

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: 478.14

Molecular Weight (Monoisotopic): 475.9483

AlogP: 4.90

#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: 12.70

CX Basic pKa: 1.52

CX LogP: 4.88

CX LogD: 4.88

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -1.38

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