N-(6-(4-fluoro-2-(piperidin-1-yl)phenyl)pyridazin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)methanesulfonamide

ID: ALA4854493

PubChem CID: 164612330

Max Phase: Preclinical

Molecular Formula: C21H27FN4O3S

Molecular Weight: 434.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(CC1CCOCC1)Nc1ccc(-c2ccc(F)cc2N2CCCCC2)nn1

Standard InChI:  InChI=1S/C21H27FN4O3S/c22-17-4-5-18(20(14-17)26-10-2-1-3-11-26)19-6-7-21(24-23-19)25-30(27,28)15-16-8-12-29-13-9-16/h4-7,14,16H,1-3,8-13,15H2,(H,24,25)

Standard InChI Key:  NXQNXYKUILSFKW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.3410  -18.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9365  -17.2972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.5275  -18.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9948  -18.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9936  -19.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7017  -19.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4113  -19.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4085  -18.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6999  -18.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1117  -18.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8212  -18.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5269  -18.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5242  -17.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8100  -16.8992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1073  -17.3121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1174  -19.7652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1167  -20.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8210  -20.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5305  -20.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5312  -19.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8224  -19.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2298  -16.8927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6452  -16.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2856  -19.7670    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.3540  -17.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3522  -18.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0569  -18.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7659  -18.1064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7657  -17.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0565  -16.8771    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 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4854493

   ---

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: 434.54

Molecular Weight (Monoisotopic): 434.1788

AlogP: 3.44

#Rotatable Bonds: 6

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: 7.04

CX Basic pKa: 2.71

CX LogP: 2.45

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.75

Np Likeness Score: -1.48

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