N-(6-(4-fluoro-2-(piperidin-1-yl)phenyl)pyridazin-3-yl)-4-methylbenzenesulfonamide

ID: ALA4853796

PubChem CID: 148477851

Max Phase: Preclinical

Molecular Formula: C22H23FN4O2S

Molecular Weight: 426.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2ccc(-c3ccc(F)cc3N3CCCCC3)nn2)cc1

Standard InChI:  InChI=1S/C22H23FN4O2S/c1-16-5-8-18(9-6-16)30(28,29)26-22-12-11-20(24-25-22)19-10-7-17(23)15-21(19)27-13-3-2-4-14-27/h5-12,15H,2-4,13-14H2,1H3,(H,25,26)

Standard InChI Key:  MGGCYPNJVKFMKK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   18.3538   -3.7475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9493   -3.0418    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.5403   -3.7449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0076   -4.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0065   -5.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7145   -5.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4242   -5.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4213   -4.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7127   -3.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1245   -3.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8340   -4.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5397   -3.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5371   -3.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8228   -2.6437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1201   -3.0566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1302   -5.5098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1295   -6.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8338   -6.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5433   -6.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5440   -5.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8352   -5.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2427   -2.6373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6581   -2.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3671   -3.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0722   -2.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0685   -1.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3538   -1.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6515   -1.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7736   -1.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2984   -5.5116    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  7 16  1  0
 13 22  1  0
 22  2  1  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
  5 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4853796

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.52

Molecular Weight (Monoisotopic): 426.1526

AlogP: 4.38

#Rotatable Bonds: 5

Polar Surface Area: 75.19

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.23

CX Basic pKa: 2.71

CX LogP: 4.51

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -1.79

References

1. Tsuboi K, Kimura H, Nakatsuji Y, Kassai M, Deai Y, Isobe Y..  (2021)  Discovery of N-(6-(5-fluoro-2-(piperidin-1-yl)phenyl)pyridazin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)methanesulfonamide as a brain-permeable and metabolically stable kynurenine monooxygenase inhibitor.,  44  [PMID:34015507] [10.1016/j.bmcl.2021.128115]

Source

Source(1):

• Scientific Literature