ID: ALA5289573

Max Phase: Preclinical

Molecular Formula: C19H18FN5O2

Molecular Weight: 367.38

Names and Identifiers

Canonical SMILES:  C[C@H]1Nc2ccc3ncc(n3n2)C(=O)NC2(CC2)COc2cc(F)ccc21

Standard InChI:  InChI=1S/C19H18FN5O2/c1-11-13-3-2-12(20)8-15(13)27-10-19(6-7-19)23-18(26)14-9-21-17-5-4-16(22-11)24-25(14)17/h2-5,8-9,11H,6-7,10H2,1H3,(H,22,24)(H,23,26)/t11-/m1/s1

Standard InChI Key:  ZDOTZYDUBZGYNC-LLVKDONJSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
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   -2.0752    1.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    0.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304    0.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -0.6612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2247   -1.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3997   -1.3741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0155   -2.0836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3324   -2.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136   -3.3454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571   -2.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8096   -2.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501   -1.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8349   -0.6515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2445    0.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8293    0.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    0.7773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430    1.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430    2.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624    2.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0752   -1.3644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191   -2.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -2.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4332   -0.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624    3.3454    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9606   -0.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9606    0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  4  3  1  0
  5  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
  3 18  2  0
 18 19  1  0
 19 20  2  0
 20  1  1  0
 13 21  2  0
 22  9  1  0
 23 22  2  0
  6 23  1  0
  4 24  1  1
 20 25  1  0
 15 26  1  0
 26 27  1  0
 15 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289573

   ---

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: 367.38

Molecular Weight (Monoisotopic): 367.1445

AlogP: 2.70

#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: 2.55

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -0.32

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