4-methyl-N-(6-(2-(pyrrolidin-1-yl)phenyl)pyridazin-3-yl)benzenesulfonamide

ID: ALA4781856

PubChem CID: 162664529

Max Phase: Preclinical

Molecular Formula: C21H22N4O2S

Molecular Weight: 394.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2ccc(-c3ccccc3N3CCCC3)nn2)cc1

Standard InChI:  InChI=1S/C21H22N4O2S/c1-16-8-10-17(11-9-16)28(26,27)24-21-13-12-19(22-23-21)18-6-2-3-7-20(18)25-14-4-5-15-25/h2-3,6-13H,4-5,14-15H2,1H3,(H,23,24)

Standard InChI Key:  UPYJEIZESSMVDR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.3060   -3.4091    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.8970   -4.1122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4774   -3.4214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4762   -4.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1843   -4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8940   -4.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8911   -3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1825   -3.0126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7701   -4.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0624   -4.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3549   -4.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3538   -5.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0662   -5.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7708   -5.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5973   -3.0066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0127   -3.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7204   -3.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4260   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4234   -2.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7092   -1.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0064   -2.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1290   -1.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0634   -3.4220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7254   -2.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4743   -2.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6570   -2.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4032   -2.9404    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
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  9  4  1  0
 10 11  2  0
 11 12  1  0
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 15 10  1  0
  5 10  1  0
  8 16  1  0
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  2 17  1  0
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 20 21  1  0
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 20 23  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
 11 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781856

   ---

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: 394.50

Molecular Weight (Monoisotopic): 394.1463

AlogP: 3.85

#Rotatable Bonds: 5

Polar Surface Area: 75.19

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.24

CX Basic pKa: 4.20

CX LogP: 3.92

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -1.61

References

1. Kimura H,Suda H,Kassai M,Endo M,Deai Y,Yahata M,Miyajima M,Isobe Y.  (2021)  N-(6-phenylpyridazin-3-yl)benzenesulfonamides as highly potent, brain-permeable, and orally active kynurenine monooxygenase inhibitors.,  33  [PMID:33359168] [10.1016/j.bmcl.2020.127753]

Source

Source(1):

• Scientific Literature