ID: ALA5284765

Max Phase: Preclinical

Molecular Formula: C19H20FN5O2

Molecular Weight: 369.40

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H20FN5O2/c1-11-13-8-12(20)4-5-15(13)27-10-19(2,3)23-18(26)14-9-21-17-7-6-16(22-11)24-25(14)17/h4-9,11H,10H2,1-3H3,(H,22,24)(H,23,26)/t11-/m1/s1

Standard InChI Key:  MNXGNEBABBRZPL-LLVKDONJSA-N

Molfile:  

 
     RDKit          2D

 27 30  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
   -0.9979    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
   -0.8667   -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
    0.0255   -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
    1.1928   -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
   -0.2850    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    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
    2.3185    0.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3185    0.8889    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
 16 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284765

   ---

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: 369.40

Molecular Weight (Monoisotopic): 369.1601

AlogP: 2.94

#Rotatable Bonds: ┄

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: 2.56

CX LogP: 2.37

CX LogD: 2.37

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -0.62

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