4-bromo-N-[4-({[8-methyl-2-(methylamino)quinazolin-4-yl]amino}methyl)phenyl]benzamide trifluoroacetate salt

ID: ALA3946720

PubChem CID: 134147825

Max Phase: Preclinical

Molecular Formula: C26H23BrF3N5O3

Molecular Weight: 476.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1nc(NCc2ccc(NC(=O)c3ccc(Br)cc3)cc2)c2cccc(C)c2n1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C24H22BrN5O.C2HF3O2/c1-15-4-3-5-20-21(15)29-24(26-2)30-22(20)27-14-16-6-12-19(13-7-16)28-23(31)17-8-10-18(25)11-9-17;3-2(4,5)1(6)7/h3-13H,14H2,1-2H3,(H,28,31)(H2,26,27,29,30);(H,6,7)

Standard InChI Key:  XUWCABPAVBKPTG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   28.3151  -15.5731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0200  -16.7989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7281  -15.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4355  -15.9829    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.7288  -14.7565    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.4301  -15.1593    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.3616  -16.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.0707  -13.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0707  -14.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0707  -16.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6483  -16.4604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9393  -16.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.8037  -14.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0905  -15.2305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9633  -13.9965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6682  -13.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3814  -13.9965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3814  -14.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6682  -15.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6682  -16.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9633  -16.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2500  -16.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2500  -15.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9633  -14.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6682  -12.7665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3814  -12.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5368  -14.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3616  -12.7665    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  1  4  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  8 15  2  0
  8 16  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 25 34  2  0
 29 34  1  0
 35 36  1  0
 26 35  1  0
 33 37  1  0
 24 28  1  0
 23 24  1  0
 20 23  1  0
 16 17  1  0
 12 38  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 476.38

Molecular Weight (Monoisotopic): 475.1008

AlogP: 5.61

#Rotatable Bonds: 6

Polar Surface Area: 78.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.71

CX LogP: 5.74

CX LogD: 5.66

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: -1.46

References

1.  (2009)  Amino-substituted quinazoline derivatives as inhibitors of Beta-catenin/TCF-4 pathway and cancer treatment agents, 

Source

Source(1):

• Patent Bioactivity Data