4-methyl-N-(6-(2-(piperidin-1-yl)phenyl)pyridazin-3-yl)benzenesulfonamide

ID: ALA4744083

PubChem CID: 140306957

Max Phase: Preclinical

Molecular Formula: C22H24N4O2S

Molecular Weight: 408.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2ccc(-c3ccccc3N3CCCCC3)nn2)cc1

Standard InChI:  InChI=1S/C22H24N4O2S/c1-17-9-11-18(12-10-17)29(27,28)25-22-14-13-20(23-24-22)19-7-3-4-8-21(19)26-15-5-2-6-16-26/h3-4,7-14H,2,5-6,15-16H2,1H3,(H,24,25)

Standard InChI Key:  HTWCHXFUFLELFB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   19.8767   -9.2821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4723   -8.5764    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0633   -9.2795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6437   -8.5887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6425   -9.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3506   -9.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0603   -9.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0574   -8.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3488   -8.1799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9364   -9.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2287   -9.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5212   -9.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5201  -10.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2325  -11.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9371  -10.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7636   -8.1739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1790   -8.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8867   -8.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5923   -8.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5897   -7.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8755   -6.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1727   -7.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2953   -6.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2270   -8.5914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9372   -8.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9406   -7.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2355   -6.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5252   -7.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5201   -8.1838    0.0000 C   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
  5 10  1  0
  8 16  1  0
 16  2  1  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 11 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744083

   ---

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: 408.53

Molecular Weight (Monoisotopic): 408.1620

AlogP: 4.24

#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: 6.24

CX Basic pKa: 4.63

CX LogP: 4.18

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -1.56

References

1. Kimura H,Suda H,Kassai M,Endo M,Deai Y,Yahata M,Miyajima M,Isobe Y.  (2021)  N-(6-phenylpyridazin-3-yl)benzenesulfonamides as highly potent, brain-permeable, and orally active kynurenine monooxygenase inhibitors.,  33  [PMID:33359168] [10.1016/j.bmcl.2020.127753]

2. 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