ID: ALA5290783

Max Phase: Preclinical

Molecular Formula: C21H24FN5O2

Molecular Weight: 397.45

Names and Identifiers

Canonical SMILES:  CC(C)N1Cc2cc(F)ccc2OCC(C)(C)NC(=O)c2cnc3ccc1nn23

Standard InChI:  InChI=1S/C21H24FN5O2/c1-13(2)26-11-14-9-15(22)5-6-17(14)29-12-21(3,4)24-20(28)16-10-23-18-7-8-19(26)25-27(16)18/h5-10,13H,11-12H2,1-4H3,(H,24,28)

Standard InChI Key:  WCSITSBWFOSTLO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -2.3900    2.9274    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6739    2.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6739    1.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546    1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2388   -0.2486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8234   -0.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0016   -0.9615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -1.6711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -2.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151   -2.9329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -2.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2110   -1.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -0.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2363   -0.2389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460    0.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2307    1.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4057    1.1900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2416    1.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2416    2.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9611    2.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4767   -0.9518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178   -2.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2331   -1.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    0.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8291    0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0641   -0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4767   -0.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4767    0.4660    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
  5 27  1  0
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290783

   ---

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: 397.45

Molecular Weight (Monoisotopic): 397.1914

AlogP: 3.18

#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: 3.36

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -1.37

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