2-[[2-(4-hydroxyanilino)-2-oxo-ethyl]sulfamoyl]-N,N-dimethylbenzamide

ID: ALA4742934

PubChem CID: 146660845

Max Phase: Preclinical

Molecular Formula: C17H19N3O5S

Molecular Weight: 377.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1ccccc1S(=O)(=O)NCC(=O)Nc1ccc(O)cc1

Standard InChI:  InChI=1S/C17H19N3O5S/c1-20(2)17(23)14-5-3-4-6-15(14)26(24,25)18-11-16(22)19-12-7-9-13(21)10-8-12/h3-10,18,21H,11H2,1-2H3,(H,19,22)

Standard InChI Key:  JBTRRPQCSIIYHK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.3413   -9.9263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5178   -9.8559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3777  -10.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3766  -11.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0913  -11.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8078  -11.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8050  -10.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0895   -9.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0871   -9.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8003   -8.6225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3714   -8.6267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147   -9.0310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2276   -8.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9467   -9.8506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6565   -8.6105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3726   -9.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3711   -9.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0862  -10.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8001   -9.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7943   -9.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0785   -8.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5166  -10.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6582   -9.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689   -7.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
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 20 21  2  0
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 21 24  1  0
 12 25  1  0
 12 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742934

   ---

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: 377.42

Molecular Weight (Monoisotopic): 377.1045

AlogP: 1.01

#Rotatable Bonds: 6

Polar Surface Area: 115.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.13

CX Basic pKa: ┄

CX LogP: 0.71

CX LogD: 0.70

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.70

References

1. Bazan HA,Bhattacharjee S,Burgos C,Recio J,Abet V,Pahng AR,Jun B,Heap J,Ledet AJ,Gordon WC,Edwards S,Paul D,Alvarez-Builla J,Bazan NG.  (2020)  A novel pipeline of 2-(benzenesulfonamide)-N-(4-hydroxyphenyl) acetamide analgesics that lack hepatotoxicity and retain antipyresis.,  202  [PMID:32629335] [10.1016/j.ejmech.2020.112600]

Source

Source(1):

• Scientific Literature