ID: ALA5286123

Max Phase: Preclinical

Molecular Formula: C20H22FN5O2

Molecular Weight: 383.43

Names and Identifiers

Canonical SMILES:  CCN1Cc2cc(F)ccc2OCC(C)(C)NC(=O)c2cnc3ccc1nn23

Standard InChI:  InChI=1S/C20H22FN5O2/c1-4-25-11-13-9-14(21)5-6-16(13)28-12-20(2,3)23-19(27)15-10-22-17-7-8-18(25)24-26(15)17/h5-10H,4,11-12H2,1-3H3,(H,23,27)

Standard InChI Key:  FHHIXXMZXSGLSU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -2.3898    2.9271    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6737    2.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6737    1.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9545    1.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -0.2486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233   -0.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0015   -0.9614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -1.6709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -2.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -2.9326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585   -2.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2109   -1.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6514   -0.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361   -0.2389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6459    0.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305    1.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056    1.1898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    1.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    2.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9609    2.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4765   -0.9517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177   -2.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2330   -1.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    0.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8289    0.4673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0638   -0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765   -0.9632    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
M  END

Alternative Forms

1. Parent:

   

   ALA5286123

   ---

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: 383.43

Molecular Weight (Monoisotopic): 383.1758

AlogP: 2.80

#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: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -1.36

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