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

ID: ALA3986301

PubChem CID: 57802616

Max Phase: Preclinical

Molecular Formula: C24H28Cl2N4O4

Molecular Weight: 507.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCN1CCCOC(COc2cc3ncnc(Nc4ccc(Cl)c(Cl)c4)c3cc2OC)C1

Standard InChI:  InChI=1S/C24H28Cl2N4O4/c1-31-9-7-30-6-3-8-33-17(13-30)14-34-23-12-21-18(11-22(23)32-2)24(28-15-27-21)29-16-4-5-19(25)20(26)10-16/h4-5,10-12,15,17H,3,6-9,13-14H2,1-2H3,(H,27,28,29)

Standard InChI Key:  KZIOAIIQBIYJTQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   31.9981   -7.9558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7078   -7.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7050   -6.7237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9963   -6.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2901   -7.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2924   -6.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5864   -6.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8777   -6.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8794   -7.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5859   -7.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1700   -6.3191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1698   -5.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1727   -7.9588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9928   -5.5013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6988   -5.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4077   -5.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1132   -5.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1101   -4.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3957   -3.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6932   -4.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8155   -3.8551    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.8224   -5.4917    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.4640   -7.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7573   -7.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8222   -8.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2243   -9.3308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0821   -7.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4166   -9.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3010   -7.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0077   -8.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4702  -10.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2681  -10.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5140  -11.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3119  -11.2428    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
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986301

   US9796704, Entry 260

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: 507.42

Molecular Weight (Monoisotopic): 506.1488

AlogP: 4.80

#Rotatable Bonds: 9

Polar Surface Area: 77.97

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.91

CX LogP: 4.23

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -1.29

References

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

Source

Source(1):

• Patent Bioactivity Data