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

ID: ALA4846635

PubChem CID: 164608753

Max Phase: Preclinical

Molecular Formula: C19H25FN4O3S

Molecular Weight: 408.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H25FN4O3S/c1-27-12-5-13-28(25,26)23-19-9-8-17(21-22-19)16-7-6-15(20)14-18(16)24-10-3-2-4-11-24/h6-9,14H,2-5,10-13H2,1H3,(H,22,23)

Standard InChI Key:  FWKJYEYQEXKXJB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.0054  -16.6451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6009  -15.9394    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.1920  -16.6425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6592  -17.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6581  -18.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3661  -18.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0758  -18.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0729  -17.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3643  -16.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7761  -16.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4856  -17.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1913  -16.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1887  -15.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4744  -15.5413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7717  -15.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7818  -18.4074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7811  -19.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4854  -19.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1949  -19.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1956  -18.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4868  -17.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8943  -15.5348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3097  -15.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9500  -18.4092    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0185  -15.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7251  -15.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4339  -15.9306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1405  -15.5201    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
  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
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4846635

   ---

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: 408.50

Molecular Weight (Monoisotopic): 408.1631

AlogP: 3.05

#Rotatable Bonds: 8

Polar Surface Area: 84.42

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.01

CX Basic pKa: 2.71

CX LogP: 2.04

CX LogD: 1.61

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -1.74

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