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

ID: ALA4862539

PubChem CID: 164619961

Max Phase: Preclinical

Molecular Formula: C18H23FN4O3S

Molecular Weight: 394.47

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H23FN4O3S/c1-26-11-12-27(24,25)22-18-8-7-16(20-21-18)15-6-5-14(19)13-17(15)23-9-3-2-4-10-23/h5-8,13H,2-4,9-12H2,1H3,(H,21,22)

Standard InChI Key:  OFCUMEDTFDHYGQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.8512  -15.7495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4467  -15.0437    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0378  -15.7469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050  -16.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039  -17.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2119  -17.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216  -17.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9188  -16.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2101  -15.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6219  -15.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314  -16.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0371  -15.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345  -15.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3202  -14.6457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6175  -15.0586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6276  -17.5118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6270  -18.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3312  -18.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0407  -18.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0414  -17.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3326  -17.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7401  -14.6392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1555  -14.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958  -17.5136    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8643  -15.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5709  -14.6282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2797  -15.0349    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
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  2 23  1  0
  5 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4862539

   ---

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: 394.47

Molecular Weight (Monoisotopic): 394.1475

AlogP: 2.66

#Rotatable Bonds: 7

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: 6.51

CX Basic pKa: 2.71

CX LogP: 1.98

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.78

Np Likeness Score: -1.81

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