(R)-4-fluoro-N-(4-(1-(8-methyl-2-(methylamino)quinazolin-4-ylamino)ethyl)phenyl)benzamide

ID: ALA3919330

PubChem CID: 68941228

Max Phase: Preclinical

Molecular Formula: C25H24FN5O

Molecular Weight: 429.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1nc(N[C@H](C)c2ccc(NC(=O)c3ccc(F)cc3)cc2)c2cccc(C)c2n1

Standard InChI:  InChI=1S/C25H24FN5O/c1-15-5-4-6-21-22(15)30-25(27-3)31-23(21)28-16(2)17-9-13-20(14-10-17)29-24(32)18-7-11-19(26)12-8-18/h4-14,16H,1-3H3,(H,29,32)(H2,27,28,30,31)/t16-/m1/s1

Standard InChI Key:  LBWYBHYHBIMHKK-MRXNPFEDSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   39.1189  -12.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4057  -12.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4057  -13.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6966  -13.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9834  -13.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9834  -12.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6966  -12.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1189  -11.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8321  -12.4807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5453  -12.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5453  -11.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2503  -10.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9635  -11.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   41.2503  -12.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6726  -10.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6726  -10.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3858  -11.2508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3858  -13.7148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6726  -13.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6726  -12.4807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3858  -12.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0990  -12.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8081  -12.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5213  -12.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5213  -13.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8081  -13.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0990  -13.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9635  -13.7148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9635  -14.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8081  -14.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2701  -13.7148    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
 10 11  1  0
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 12 13  1  0
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 14 15  1  0
 10 15  2  0
 16 17  1  1
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 19 28  2  0
 23 28  1  0
 29 30  1  0
 20 29  1  0
 27 31  1  0
 18 22  1  0
 16 18  1  0
 13 16  1  0
  9 10  1  0
  5 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3919330

   4-fluoro-N-[4-[(1R)-1-[[8-methyl-2-(methylamino)quinazolin-4-yl]amino]ethyl]phenyl]benzamide

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: 429.50

Molecular Weight (Monoisotopic): 429.1965

AlogP: 5.54

#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: 6.68

CX LogP: 5.53

CX LogD: 5.46

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -1.62

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