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

ID: ALA3983179

PubChem CID: 57802781

Max Phase: Preclinical

Molecular Formula: C22H25Cl2N5O2

Molecular Weight: 462.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(Nc3ccc(Cl)c(Cl)c3)ncnc2cc1OCC1CN(C)CCN1C

Standard InChI:  InChI=1S/C22H25Cl2N5O2/c1-28-6-7-29(2)15(11-28)12-31-21-10-19-16(9-20(21)30-3)22(26-13-25-19)27-14-4-5-17(23)18(24)8-14/h4-5,8-10,13,15H,6-7,11-12H2,1-3H3,(H,25,26,27)

Standard InChI Key:  JHVXCKPKPWJTHM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   21.3004   -8.7318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0100   -8.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0072   -7.4997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2986   -7.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5923   -8.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5946   -7.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8887   -7.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1800   -7.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1816   -8.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8882   -8.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4722   -7.0951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4720   -6.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4749   -8.7347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2951   -6.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0010   -5.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7099   -6.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4154   -5.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4124   -5.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6979   -4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9954   -5.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1178   -4.6311    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.1247   -6.2676    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.7662   -8.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0595   -8.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3525   -8.3278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6479   -8.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6456   -9.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3542   -9.9612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0650   -9.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3535   -7.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3533  -10.7784    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
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 25 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3983179

   US9796704, Entry 268

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: 462.38

Molecular Weight (Monoisotopic): 461.1385

AlogP: 4.31

#Rotatable Bonds: 6

Polar Surface Area: 62.75

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.49

CX LogP: 4.28

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -1.01

References

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

Source

Source(1):

• Patent Bioactivity Data