ID: ALA5287224

Max Phase: Preclinical

Molecular Formula: C21H22FN5O2

Molecular Weight: 395.44

Names and Identifiers

Canonical SMILES:  CCC[C@H]1Nc2ccc3ncc(n3n2)C(=O)NC2(CC2)COc2ccc(F)cc21

Standard InChI:  InChI=1S/C21H22FN5O2/c1-2-3-15-14-10-13(22)4-5-17(14)29-12-21(8-9-21)25-20(28)16-11-23-19-7-6-18(24-15)26-27(16)19/h4-7,10-11,15H,2-3,8-9,12H2,1H3,(H,24,26)(H,25,28)/t15-/m1/s1

Standard InChI Key:  DDHPSZCCYBQSCZ-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   -2.4332    2.9271    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7171    2.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7171    1.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9978    1.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8723    0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2820   -0.2486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8666   -0.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417   -0.9614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3735   -1.6710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256   -2.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716   -2.9327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4152   -2.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676   -1.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082   -0.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1929   -0.2388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6026    0.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1873    1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3623    1.1899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2849    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2849    2.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0043    2.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4332   -0.9517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611   -2.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2764   -1.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0752    0.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    0.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -0.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9354   -0.7568    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
  5  4  1  0
  6  5  1  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
 10 11  2  0
 12 11  1  0
 13 12  2  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  4 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 14 22  2  0
 23 10  1  0
 24 23  2  0
  7 24  1  0
  5 25  1  1
 16 26  1  0
 26 27  1  0
 16 27  1  0
 25 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287224

   ---

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: 3.48

#Rotatable Bonds: 2

Polar Surface Area: 80.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.55

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -0.54

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