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

ID: ALA4869777

PubChem CID: 164622405

Max Phase: Preclinical

Molecular Formula: C21H27FN4O3S

Molecular Weight: 434.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(CC1CCCCO1)Nc1ccc(-c2ccc(F)cc2N2CCCCC2)nn1

Standard InChI:  InChI=1S/C21H27FN4O3S/c22-16-7-8-18(20(14-16)26-11-3-1-4-12-26)19-9-10-21(24-23-19)25-30(27,28)15-17-6-2-5-13-29-17/h7-10,14,17H,1-6,11-13,15H2,(H,24,25)

Standard InChI Key:  CPDZTLHIHGENET-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.2486  -23.1661    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8397  -23.8693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3069  -24.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3058  -25.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0138  -25.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235  -25.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206  -24.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0120  -23.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238  -23.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333  -24.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390  -23.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364  -23.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1221  -22.7681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4194  -23.1810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4295  -25.6341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4288  -26.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331  -26.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8426  -26.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8433  -25.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1345  -25.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5420  -22.7616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9574  -22.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977  -25.6360    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6662  -23.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6643  -23.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3690  -24.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0781  -23.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0778  -23.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3686  -22.7460    0.0000 O   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
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 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:

   

   ALA4869777

   ---

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: 3.58

#Rotatable Bonds: 6

Polar Surface Area: 84.42

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.44

CX Basic pKa: 2.71

CX LogP: 2.89

CX LogD: 2.20

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.75

Np Likeness Score: -1.43

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