N-(4-Cyclopentyl-4-oxobutyl)-N-phenyl-4-(trifluoromethoxy)benzenesulfonamide

ID: ALA4533642

PubChem CID: 139532549

Max Phase: Preclinical

Molecular Formula: C22H24F3NO4S

Molecular Weight: 455.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCN(c1ccccc1)S(=O)(=O)c1ccc(OC(F)(F)F)cc1)C1CCCC1

Standard InChI:  InChI=1S/C22H24F3NO4S/c23-22(24,25)30-19-12-14-20(15-13-19)31(28,29)26(18-9-2-1-3-10-18)16-6-11-21(27)17-7-4-5-8-17/h1-3,9-10,12-15,17H,4-8,11,16H2

Standard InChI Key:  PQLQZMYVXRJMEX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.3278  -27.0168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9233  -27.7308    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.7445  -27.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7964  -28.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7953  -29.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5074  -30.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2212  -29.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2184  -28.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5056  -28.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9287  -28.5541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6421  -28.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3482  -28.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0616  -28.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7719  -28.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4852  -28.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7688  -27.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2122  -27.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2101  -26.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4998  -26.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7914  -26.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7977  -27.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5085  -27.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0772  -26.1058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5772  -29.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3811  -29.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7871  -29.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2340  -28.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3711  -26.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6618  -26.1113    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.3743  -27.3343    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.6599  -26.9178    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
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 12 13  1  0
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 14 15  1  0
 14 16  2  0
 10  2  1  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
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 20 23  1  0
 15 24  1  0
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 25 26  1  0
 26 27  1  0
 27 15  1  0
 23 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533642

   ---

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: 455.50

Molecular Weight (Monoisotopic): 455.1378

AlogP: 5.32

#Rotatable Bonds: 9

Polar Surface Area: 63.68

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.12

CX LogD: 6.12

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -1.28

References

1. Chen WC, Simanjuntak Y, Chu LW, Ping YH, Lee YL, Lin YL, Li WS..  (2020)  Benzenesulfonamide Derivatives as Calcium/Calmodulin-Dependent Protein Kinase Inhibitors and Antiviral Agents against Dengue and Zika Virus Infections.,  63  (3): [PMID:31972088] [10.1021/acs.jmedchem.9b01779]

Source

Source(1):

• Scientific Literature