4-(3-ethynylphenylamino)-6-fluoro-7-morpholinoquinazoline

ID: ALA4550136

PubChem CID: 153533507

Max Phase: Preclinical

Molecular Formula: C20H17FN4O

Molecular Weight: 348.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#Cc1cccc(Nc2ncnc3cc(N4CCOCC4)c(F)cc23)c1

Standard InChI:  InChI=1S/C20H17FN4O/c1-2-14-4-3-5-15(10-14)24-20-16-11-17(21)19(12-18(16)22-13-23-20)25-6-8-26-9-7-25/h1,3-5,10-13H,6-9H2,(H,22,23,24)

Standard InChI Key:  IIVKPYLTVCDJMD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   13.0076  -21.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0065  -22.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7145  -23.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7127  -21.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4213  -21.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4221  -22.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1306  -23.0472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8389  -22.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8342  -21.8143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1251  -21.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2998  -21.4163    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.1207  -20.5937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8263  -20.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5315  -20.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2366  -20.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2327  -19.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5179  -18.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8157  -19.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3020  -23.0500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5947  -22.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8888  -23.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8840  -23.8608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5912  -24.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3033  -23.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9456  -20.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6553  -20.9871    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
 25 26  3  0
 15 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550136

   ---

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: 348.38

Molecular Weight (Monoisotopic): 348.1386

AlogP: 3.33

#Rotatable Bonds: 3

Polar Surface Area: 50.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.17

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -1.94

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