6-fluoro-N-(4-(pyridin-3-yl)phenethyl)quinazolin-4-amine

ID: ALA5281184

Max Phase: Preclinical

Molecular Formula: C21H17FN4

Molecular Weight: 344.39

Names and Identifiers

Canonical SMILES:  Fc1ccc2ncnc(NCCc3ccc(-c4cccnc4)cc3)c2c1

Standard InChI:  InChI=1S/C21H17FN4/c22-18-7-8-20-19(12-18)21(26-14-25-20)24-11-9-15-3-5-16(6-4-15)17-2-1-10-23-13-17/h1-8,10,12-14H,9,11H2,(H,24,25,26)

Standard InChI Key:  ATVIKHLQVQBRBH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -3.5702   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -1.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -1.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -2.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5702   -2.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4260   -2.6798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143   -2.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.4421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4310   -1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4310   -0.2044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164    0.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018   -0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7128    0.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259    1.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423    0.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8553    1.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    2.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685    2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2833    2.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849    1.4460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731    1.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849   -1.0282    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 14 19  1  0
 20 17  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 20 25  1  0
  1 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281184

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 344.39

Molecular Weight (Monoisotopic): 344.1437

AlogP: 4.49

#Rotatable Bonds: 5

Polar Surface Area: 50.70

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.81

CX LogP: 4.08

CX LogD: 4.08

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -1.41

References

1. Elsocht M, Giron P, De Grève J, Ballet S..  (2023)  Second generation Spautin-1 analogues targeting EGFR-mutant non-small cell lung cancer cells.,  79  [PMID:36410591] [10.1016/j.bmcl.2022.129066]

Source

Source(1):

• Scientific Literature