2-((5-Bromo-2-(m-tolylamino)pyrimidin-4-yl)oxy)-N-methylbenzamide

ID: ALA4762707

PubChem CID: 162660028

Max Phase: Preclinical

Molecular Formula: C19H17BrN4O2

Molecular Weight: 413.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccccc1Oc1nc(Nc2cccc(C)c2)ncc1Br

Standard InChI:  InChI=1S/C19H17BrN4O2/c1-12-6-5-7-13(10-12)23-19-22-11-15(20)18(24-19)26-16-9-4-3-8-14(16)17(25)21-2/h3-11H,1-2H3,(H,21,25)(H,22,23,24)

Standard InChI Key:  SRFFWENADXFXNM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   12.8354  -10.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8342  -11.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5491  -11.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5472  -10.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2626  -10.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2614  -11.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9782  -11.9274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9806  -10.2613    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   15.7020  -10.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7008  -11.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4169  -11.9239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1346  -11.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1319  -10.6777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4152  -10.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8496  -11.9213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5636  -11.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5488  -12.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8341  -13.1601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2630  -13.1606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8338  -13.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2771  -11.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9904  -11.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9897  -10.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2696  -10.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5592  -10.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7052  -11.9230    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
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762707

   ---

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: 413.28

Molecular Weight (Monoisotopic): 412.0535

AlogP: 4.44

#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: 12.89

CX Basic pKa: 1.58

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.54

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