ID: ALA5284909

Max Phase: Preclinical

Molecular Formula: C21H22FN5O2

Molecular Weight: 395.44

Names and Identifiers

Canonical SMILES:  CC1(C)COc2ccc(F)cc2CN(C2CC2)c2ccc3ncc(n3n2)C(=O)N1

Standard InChI:  InChI=1S/C21H22FN5O2/c1-21(2)12-29-17-6-3-14(22)9-13(17)11-26(15-4-5-15)19-8-7-18-23-10-16(20(28)24-21)27(18)25-19/h3,6-10,15H,4-5,11-12H2,1-2H3,(H,24,28)

Standard InChI Key:  AWKLYKATURCYRK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   -2.2382    2.9271    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5221    2.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5221    1.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8028    1.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0870   -0.2486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6716   -0.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1533   -0.9614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685   -1.6710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2206   -2.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -2.9327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102   -2.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -1.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -0.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879   -0.2389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976    0.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823    1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5574    1.1899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0899    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0899    2.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093    2.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283   -0.9518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6660   -2.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0814   -1.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5136    0.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5136    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9122   -0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6283    0.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6273   -0.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  9  8  1  0
  9 10  2  0
 11 10  1  0
 12 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  4 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 13 21  2  0
 22  9  1  0
 23 22  2  0
  6 23  1  0
 15 24  1  0
 15 25  1  0
  5 26  1  0
 26  4  1  0
 27  5  1  0
 27 28  1  0
 27 29  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284909

   ---

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: 395.44

Molecular Weight (Monoisotopic): 395.1758

AlogP: 2.94

#Rotatable Bonds: 1

Polar Surface Area: 71.76

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.53

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.29

References

1. Xiao X, Xu Y, Yu X, Chen Y, Zhao W, Xie Z, Zhu X, Xu H, Yang Y, Zhang P..  (2023)  Discovery of imidazo[1,2-b]pyridazine macrocyclic derivatives as novel ALK inhibitors capable of combating multiple resistant mutants.,  89  [PMID:37127101] [10.1016/j.bmcl.2023.129309]

Source

Source(1):

• Scientific Literature