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

ID: ALA3985254

PubChem CID: 57802808

Max Phase: Preclinical

Molecular Formula: C22H22Cl2N4O4

Molecular Weight: 477.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(Nc3ccc(Cl)c(Cl)c3)ncnc2cc1OCC1CN(C(C)=O)CCO1

Standard InChI:  InChI=1S/C22H22Cl2N4O4/c1-13(29)28-5-6-31-15(10-28)11-32-21-9-19-16(8-20(21)30-2)22(26-12-25-19)27-14-3-4-17(23)18(24)7-14/h3-4,7-9,12,15H,5-6,10-11H2,1-2H3,(H,25,26,27)

Standard InChI Key:  AENQVVCMBGUAQO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   38.1807  -14.5800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8904  -14.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8875  -13.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1789  -12.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4727  -14.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4750  -13.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7690  -12.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0603  -13.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0620  -14.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7685  -14.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3525  -12.9433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3524  -12.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3553  -14.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1754  -12.1255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8814  -11.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5903  -12.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2958  -11.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2927  -10.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5783  -10.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8757  -10.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9981  -10.4793    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   41.0050  -12.1159    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.6466  -14.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9399  -14.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2329  -14.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5283  -14.5829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5260  -15.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2345  -15.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9453  -15.4010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8208  -14.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1127  -14.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8215  -13.3564    0.0000 O   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
 26 30  1  0
 30 31  1  0
 30 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3985254

   1-[2-[[4-(3,4-Dichloroanilino)-6-methoxyquinazolin-7-yl]oxymethyl]morpholin-4-yl]ethanone

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: 477.35

Molecular Weight (Monoisotopic): 476.1018

AlogP: 4.31

#Rotatable Bonds: 6

Polar Surface Area: 85.81

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.62

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -1.25

References

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

Source

Source(1):

• Patent Bioactivity Data