2-((2-(benzo[d][1,3]clioxol-5-ylamino)-5-bromopyrimidin-4-yl)oxy)-N-methylbenzamide

ID: ALA4782366

PubChem CID: 132178893

Max Phase: Preclinical

Molecular Formula: C19H15BrN4O4

Molecular Weight: 443.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccccc1Oc1nc(Nc2ccc3c(c2)OCO3)ncc1Br

Standard InChI:  InChI=1S/C19H15BrN4O4/c1-21-17(25)12-4-2-3-5-14(12)28-18-13(20)9-22-19(24-18)23-11-6-7-15-16(8-11)27-10-26-15/h2-9H,10H2,1H3,(H,21,25)(H,22,23,24)

Standard InChI Key:  ACBQHKXICACQOJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   30.9107  -18.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9095  -18.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6244  -19.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6226  -17.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3379  -18.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3367  -18.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0536  -19.3361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0560  -17.6700    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   33.7775  -18.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7762  -18.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4923  -19.3326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2102  -18.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2074  -18.0865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4908  -17.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9252  -19.3301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6391  -18.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6241  -20.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9094  -20.5689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3384  -20.5694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9092  -21.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3526  -19.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3453  -17.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6348  -18.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0653  -18.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0696  -18.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8523  -19.1652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3318  -18.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8453  -17.8360    0.0000 O   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 25  1  0
 24 22  1  0
 22 23  2  0
 23 16  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782366

   ---

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: 443.26

Molecular Weight (Monoisotopic): 442.0277

AlogP: 3.86

#Rotatable Bonds: 5

Polar Surface Area: 94.60

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.15

CX Basic pKa: 1.54

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -1.21

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