N-(6-(5-fluoro-2-(piperidin-1-yl)phenyl)pyridazin-3-yl)-4-methylbenzenesulfonamide

ID: ALA4858480

PubChem CID: 149593024

Max Phase: Preclinical

Molecular Formula: C22H23FN4O2S

Molecular Weight: 426.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2ccc(-c3cc(F)ccc3N3CCCCC3)nn2)cc1

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

Standard InChI Key:  ZYGMFESEKAHWKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.3536   -3.9993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9491   -3.2935    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.5401   -3.9967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0074   -4.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0062   -5.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7143   -5.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4239   -5.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4211   -4.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7125   -4.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1243   -4.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8338   -4.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5395   -4.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5368   -3.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8226   -2.8955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1199   -3.3084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1300   -5.7615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1293   -6.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8336   -6.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5431   -6.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5438   -5.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8350   -5.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2424   -2.8890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6578   -2.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3669   -3.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0720   -2.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0683   -2.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3535   -1.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6513   -2.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7734   -1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2996   -4.1274    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
  4 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858480

   ---

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: 4.20

CX LogP: 4.51

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -1.81

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