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

ID: ALA4849479

PubChem CID: 147022573

Max Phase: Preclinical

Molecular Formula: C22H23FN4O2S

Molecular Weight: 426.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2ccc(-c3c(F)cccc3N3CCCCC3)nn2)cc1

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

Standard InChI Key:  AVZRORVMYDQBHY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.6204   -4.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2159   -3.3596    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.8070   -4.0627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2742   -4.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2731   -5.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9811   -5.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6908   -5.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6880   -4.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9793   -4.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3911   -4.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1006   -4.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8063   -4.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8037   -3.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0895   -2.9615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3867   -3.3744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3968   -5.8276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3962   -6.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1004   -7.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8099   -6.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8106   -5.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1018   -5.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5093   -2.9551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9247   -2.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6337   -3.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3389   -2.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3351   -2.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6204   -1.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9182   -2.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0402   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9769   -3.3758    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
  9 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4849479

   ---

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: 6.19

CX Basic pKa: 3.21

CX LogP: 4.51

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -1.82

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