N-(4-(4-Fluorophenyl)-4-hydroxybutyl)-4-methoxy-N-phenylbenzenesulfonamide

ID: ALA4465628

PubChem CID: 139532550

Max Phase: Preclinical

Molecular Formula: C23H24FNO4S

Molecular Weight: 429.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CCCC(O)c2ccc(F)cc2)c2ccccc2)cc1

Standard InChI:  InChI=1S/C23H24FNO4S/c1-29-21-13-15-22(16-14-21)30(27,28)25(20-6-3-2-4-7-20)17-5-8-23(26)18-9-11-19(24)12-10-18/h2-4,6-7,9-16,23,26H,5,8,17H2,1H3

Standard InChI Key:  MMDSFLSQVYLSBS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.6562   -3.2483    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.4815   -3.2437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5224   -4.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5212   -5.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2371   -5.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9504   -5.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9475   -4.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2353   -4.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6615   -4.0758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3786   -4.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0925   -4.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8096   -4.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5235   -4.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2406   -4.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5205   -3.2395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2408   -5.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9528   -5.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6678   -5.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6621   -4.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9453   -4.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414   -2.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9392   -2.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2294   -1.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5174   -2.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5236   -2.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2382   -3.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7995   -1.6148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7947   -0.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3854   -5.7045    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  5  2  0
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 19 20  1  0
 20 21  2  0
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  2 22  1  0
 22 23  2  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
 28 29  1  0
 19 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465628

   ---

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: 429.51

Molecular Weight (Monoisotopic): 429.1410

AlogP: 4.54

#Rotatable Bonds: 9

Polar Surface Area: 66.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.34

CX LogD: 4.34

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -1.16

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