N-(3,4-dichlorophenyl)-7-{[(4-ethyl-1,4-oxazepan-2-yl)methyl]oxy}-6-(methyloxy)quinazolin-4-amine

ID: ALA3983938

PubChem CID: 57802623

Max Phase: Preclinical

Molecular Formula: C23H26Cl2N4O3

Molecular Weight: 477.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1CCCOC(COc2cc3ncnc(Nc4ccc(Cl)c(Cl)c4)c3cc2OC)C1

Standard InChI:  InChI=1S/C23H26Cl2N4O3/c1-3-29-7-4-8-31-16(12-29)13-32-22-11-20-17(10-21(22)30-2)23(27-14-26-20)28-15-5-6-18(24)19(25)9-15/h5-6,9-11,14,16H,3-4,7-8,12-13H2,1-2H3,(H,26,27,28)

Standard InChI Key:  BZLNIUFWAWPNOW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    8.0685  -15.0877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7781  -14.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7753  -13.8556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667  -13.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3604  -14.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3627  -13.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6568  -13.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9481  -13.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9497  -14.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6563  -15.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2403  -13.4510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401  -12.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430  -15.0906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0632  -12.6332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7691  -12.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4780  -12.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1835  -12.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1805  -11.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4660  -10.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7635  -11.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8859  -10.9870    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8928  -12.6235    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5343  -14.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8276  -15.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911  -15.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2932  -16.4665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510  -14.6366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854  -16.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699  -14.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0766  -15.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391  -17.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9872  -17.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  8 11  1  0
 11 12  1  0
  9 13  1  0
  4 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 17 22  1  0
 13 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 26 28  1  0
 27 29  1  0
 28 30  1  0
 29 30  1  0
 26 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3983938

   US9796704, Entry 241

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: 477.39

Molecular Weight (Monoisotopic): 476.1382

AlogP: 5.18

#Rotatable Bonds: 7

Polar Surface Area: 68.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.26

CX LogP: 4.63

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -1.26

References

1.  (2009)  Receptor-type kinase modulators and methods of use, 

Source

Source(1):

• Patent Bioactivity Data