2,2,2-trifluoro-N-(6-(4-fluoro-2-(piperidin-1-yl)phenyl)pyridazin-3-yl)ethanesulfonamide

ID: ALA4858343

PubChem CID: 164613096

Max Phase: Preclinical

Molecular Formula: C17H18F4N4O2S

Molecular Weight: 418.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(CC(F)(F)F)Nc1ccc(-c2ccc(F)cc2N2CCCCC2)nn1

Standard InChI:  InChI=1S/C17H18F4N4O2S/c18-12-4-5-13(15(10-12)25-8-2-1-3-9-25)14-6-7-16(23-22-14)24-28(26,27)11-17(19,20)21/h4-7,10H,1-3,8-9,11H2,(H,23,24)

Standard InChI Key:  RGDQVIHERKSEDA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.7003  -10.7349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.2958  -10.0292    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.8869  -10.7323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3541  -11.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3530  -12.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0610  -12.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7707  -12.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7679  -11.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0592  -10.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4710  -10.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1805  -11.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8862  -10.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8836  -10.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1694   -9.6311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4666  -10.0440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4767  -12.4972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4761  -13.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1803  -13.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8898  -13.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8905  -12.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1817  -12.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5892   -9.6247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0046   -9.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6450  -12.4990    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   43.7134  -10.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7156  -10.8413    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.4200   -9.6137    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.4172  -10.4295    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
  5 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858343

   ---

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: 418.42

Molecular Weight (Monoisotopic): 418.1087

AlogP: 3.58

#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: 4.42

CX Basic pKa: 2.70

CX LogP: 2.84

CX LogD: 2.04

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -1.72

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