N-(4-Fluorophenyl)-5,6,7-trimethoxyquinazoline-4-amine

ID: ALA2409820

PubChem CID: 44160123

Max Phase: Preclinical

Molecular Formula: C17H16FN3O3

Molecular Weight: 329.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ncnc(Nc3ccc(F)cc3)c2c(OC)c1OC

Standard InChI:  InChI=1S/C17H16FN3O3/c1-22-13-8-12-14(16(24-3)15(13)23-2)17(20-9-19-12)21-11-6-4-10(18)5-7-11/h4-9H,1-3H3,(H,19,20,21)

Standard InChI Key:  BBOZZRNVUWPEMK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.3819  -11.7182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6665  -11.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6646  -10.4823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3782  -10.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0936  -10.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8071  -10.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5225  -10.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5244  -11.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8108  -11.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0954  -11.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3763   -9.2432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2398  -11.7117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2416  -12.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2360  -10.0617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9514  -10.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8052   -9.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5188   -8.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6609   -8.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9474   -9.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2320   -8.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2301   -8.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9436   -7.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6590   -8.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5147   -7.5996    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  2  0
  5 10  1  0
  4 11  1  0
 12 13  1  0
  8 12  1  0
 14 15  1  0
  7 14  1  0
 16 17  1  0
  6 16  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 21 24  1  0
 11 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2409820

   N-(4-fluorophenyl)-5,6,7-trimethoxyquinazolin-4-amine

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: 329.33

Molecular Weight (Monoisotopic): 329.1176

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 65.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.43

CX LogP: 3.13

CX LogD: 3.12

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.80

References

1. Zhang Y, Jin L, Xiang H, Wu J, Wang P, Hu D, Xue W, Yang S..  (2013)  Synthesis and anticancer activities of 5,6,7-trimethoxy-N-phenyl(ethyl)-4-aminoquinazoline derivatives.,  66  [PMID:23811258] [10.1016/j.ejmech.2013.05.043]

Source

Source(1):

• Scientific Literature