4-(4-(E)-(propen-1-yl)phenylamino)-6-fluoro-7-(4-(2-methoxyethyl)piperazin-1-yl)quinazoline

ID: ALA4550134

PubChem CID: 155550298

Max Phase: Preclinical

Molecular Formula: C24H28FN5O

Molecular Weight: 421.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/c1ccc(Nc2ncnc3cc(N4CCN(CCOC)CC4)c(F)cc23)cc1

Standard InChI:  InChI=1S/C24H28FN5O/c1-3-4-18-5-7-19(8-6-18)28-24-20-15-21(25)23(16-22(20)26-17-27-24)30-11-9-29(10-12-30)13-14-31-2/h3-8,15-17H,9-14H2,1-2H3,(H,26,27,28)/b4-3+

Standard InChI Key:  SZFTZXSLNGKFBT-ONEGZZNKSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   30.5483  -21.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5472  -22.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2552  -22.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2534  -20.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9621  -21.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9628  -22.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6714  -22.5024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3796  -22.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3749  -21.2695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6658  -20.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8405  -20.8715    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.6614  -20.0489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3670  -19.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0723  -20.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7773  -19.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7734  -18.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0586  -18.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3565  -18.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8427  -22.5053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1355  -22.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4295  -22.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4247  -23.3160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1319  -23.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8440  -23.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4784  -18.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1888  -18.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8938  -18.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7151  -23.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0093  -23.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2997  -23.7149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5939  -23.3031    0.0000 C   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
  1 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  2 19  1  0
 16 25  1  0
 25 26  2  0
 26 27  1  0
 22 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550134

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 421.52

Molecular Weight (Monoisotopic): 421.2278

AlogP: 4.31

#Rotatable Bonds: 7

Polar Surface Area: 53.52

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.03

CX LogP: 4.63

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -1.29

References

1. Zhang Y, Hou Q, Li X, Zhu J, Wang W, Li B, Zhao L, Xia H..  (2019)  Enrichment of novel quinazoline derivatives with high antitumor activity in mitochondria tracked by its self-fluorescence.,  178  [PMID:31202990] [10.1016/j.ejmech.2019.06.015]

Source

Source(1):

• Scientific Literature