N-(3-(2-aminoethoxy)-4-methoxyphenyl)-N,2-dimethylquinazolin-4-amine

ID: ALA4083591

PubChem CID: 137647255

Max Phase: Preclinical

Molecular Formula: C19H22N4O2

Molecular Weight: 338.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)c2nc(C)nc3ccccc23)cc1OCCN

Standard InChI:  InChI=1S/C19H22N4O2/c1-13-21-16-7-5-4-6-15(16)19(22-13)23(2)14-8-9-17(24-3)18(12-14)25-11-10-20/h4-9,12H,10-11,20H2,1-3H3

Standard InChI Key:  WQFHBAODEUCIFE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    9.3715  -23.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3704  -24.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0784  -24.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0766  -23.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7853  -23.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7860  -24.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4945  -24.8550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2028  -24.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1981  -23.6220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4890  -23.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9121  -24.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4846  -22.4015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1902  -21.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7748  -21.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8955  -22.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6005  -21.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5966  -21.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8818  -20.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1796  -21.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3016  -20.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0120  -21.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3102  -22.3909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0159  -21.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7256  -22.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4313  -21.9720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
 17 20  1  0
 20 21  1  0
 16 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4083591

   ---

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: 338.41

Molecular Weight (Monoisotopic): 338.1743

AlogP: 3.05

#Rotatable Bonds: 6

Polar Surface Area: 73.50

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 2.91

CX LogD: 1.05

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -0.82

References

1. An B, Wang B, Hu J, Xu S, Huang L, Li X, Chan ASC..  (2018)  Synthesis and Biological Evaluation of Selenium-Containing 4-Anilinoquinazoline Derivatives as Novel Antimitotic Agents.,  61  (6): [PMID:29509413] [10.1021/acs.jmedchem.8b00128]

Source

Source(1):

• Scientific Literature