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

ID: ALA4743962

PubChem CID: 162646739

Max Phase: Preclinical

Molecular Formula: C18H14BrFN4O2

Molecular Weight: 417.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccccc1Oc1nc(Nc2ccccc2F)ncc1Br

Standard InChI:  InChI=1S/C18H14BrFN4O2/c1-21-16(25)11-6-2-5-9-15(11)26-17-12(19)10-22-18(24-17)23-14-8-4-3-7-13(14)20/h2-10H,1H3,(H,21,25)(H,22,23,24)

Standard InChI Key:  RBSMKPPEJJFWJZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   22.9252   -2.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9240   -2.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6708   -3.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6689   -1.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4162   -2.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4149   -2.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1639   -3.1764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1664   -1.7361    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   25.9202   -2.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9188   -2.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6669   -3.1770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4169   -2.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4140   -2.0972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6653   -1.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1638   -3.1744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9096   -2.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6704   -3.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9239   -4.2467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4167   -4.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9236   -4.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6551   -3.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4003   -2.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3996   -2.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6474   -1.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9051   -2.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6535   -4.0390    0.0000 F   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
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743962

   ---

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: 417.24

Molecular Weight (Monoisotopic): 416.0284

AlogP: 4.27

#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: 10.95

CX Basic pKa: 0.75

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.63

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