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

ID: ALA4877327

PubChem CID: 164626007

Max Phase: Preclinical

Molecular Formula: C19H25FN4O2S

Molecular Weight: 392.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H25FN4O2S/c1-14(2)13-27(25,26)23-19-9-8-17(21-22-19)16-7-6-15(20)12-18(16)24-10-4-3-5-11-24/h6-9,12,14H,3-5,10-11,13H2,1-2H3,(H,22,23)

Standard InChI Key:  FAHBDSYEKVEGII-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   21.8248  -10.2851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4203   -9.5793    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.0113  -10.2825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4786  -10.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4775  -11.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1855  -12.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8952  -11.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8923  -10.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1837  -10.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5955  -10.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3050  -10.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0107  -10.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0081   -9.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2938   -9.1812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5911   -9.5942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6012  -12.0473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6005  -12.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3048  -13.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0143  -12.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0150  -12.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3062  -11.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7137   -9.1748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1291   -9.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7694  -12.0491    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.8379   -9.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8400  -10.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5445   -9.1638    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
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877327

   ---

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: 392.50

Molecular Weight (Monoisotopic): 392.1682

AlogP: 3.67

#Rotatable Bonds: 6

Polar Surface Area: 75.19

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.09

CX Basic pKa: 2.71

CX LogP: 3.27

CX LogD: 2.88

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.81

Np Likeness Score: -1.78

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