N-(3,4-dichlorophenyl)-6-(methyloxy)-7-({[5-(1-methylpiperidin-2-yl)-1,2,4-oxadiazol-3-yl]methyl}oxy)quinazolin-4-amine

ID: ALA3984168

PubChem CID: 57802803

Max Phase: Preclinical

Molecular Formula: C24H24Cl2N6O3

Molecular Weight: 515.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(Nc3ccc(Cl)c(Cl)c3)ncnc2cc1OCc1noc(C2CCCCN2C)n1

Standard InChI:  InChI=1S/C24H24Cl2N6O3/c1-32-8-4-3-5-19(32)24-30-22(31-35-24)12-34-21-11-18-15(10-20(21)33-2)23(28-13-27-18)29-14-6-7-16(25)17(26)9-14/h6-7,9-11,13,19H,3-5,8,12H2,1-2H3,(H,27,28,29)

Standard InChI Key:  SUWHOJVHZNVYPL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   32.5223  -10.6055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2319  -10.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2291   -9.3734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5205   -8.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8142  -10.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8165   -9.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1106   -8.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4019   -9.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4036  -10.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1101  -10.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6941   -8.9688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6940   -8.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6968  -10.6085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5170   -8.1510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2230   -7.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9319   -8.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6374   -7.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.2173   -6.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3397   -6.5048    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.3466   -8.1413    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.6988  -11.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9920  -11.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2416  -11.5077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6962  -12.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1065  -12.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9054  -12.6512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8827  -12.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5500  -11.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7408  -11.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2584  -11.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5912  -12.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4063  -12.6978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7397  -13.4439    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
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  4  6  1  0
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  6  7  2  0
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 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  2  0
 26 27  1  0
 27 28  1  0
 28 24  2  0
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 26 29  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3984168

   US9796704, Entry 154

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: 515.40

Molecular Weight (Monoisotopic): 514.1287

AlogP: 5.81

#Rotatable Bonds: 7

Polar Surface Area: 98.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.58

CX LogP: 5.09

CX LogD: 5.03

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: -1.39

References

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

Source

Source(1):

• Patent Bioactivity Data