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

ID: ALA4763740

PubChem CID: 162661172

Max Phase: Preclinical

Molecular Formula: C17H13Br2N3O

Molecular Weight: 435.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(Nc2ncc(Br)c(Oc3ccc(Br)cc3)n2)c1

Standard InChI:  InChI=1S/C17H13Br2N3O/c1-11-3-2-4-13(9-11)21-17-20-10-15(19)16(22-17)23-14-7-5-12(18)6-8-14/h2-10H,1H3,(H,20,21,22)

Standard InChI Key:  YIDCCBZKCMTQQE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   11.0499   -2.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0488   -3.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7633   -3.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7615   -1.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4768   -2.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4756   -3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1923   -3.5646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1946   -1.8989    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.9160   -2.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9147   -3.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6306   -3.5610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3483   -3.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3455   -2.3152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6290   -1.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0632   -3.5585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7768   -3.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4902   -3.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2035   -3.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2028   -2.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4828   -1.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7726   -2.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9180   -3.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3355   -1.9080    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
 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
  1 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763740

   ---

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: 435.12

Molecular Weight (Monoisotopic): 432.9425

AlogP: 5.85

#Rotatable Bonds: 4

Polar Surface Area: 47.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.95

CX Basic pKa: 1.61

CX LogP: 6.31

CX LogD: 6.31

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -1.42

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