2-[[2-(4-hydroxyanilino)-2-oxo-ethyl]sulfamoyl]benzamide

ID: ALA4759922

PubChem CID: 146660752

Max Phase: Preclinical

Molecular Formula: C15H15N3O5S

Molecular Weight: 349.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccccc1S(=O)(=O)NCC(=O)Nc1ccc(O)cc1

Standard InChI:  InChI=1S/C15H15N3O5S/c16-15(21)12-3-1-2-4-13(12)24(22,23)17-9-14(20)18-10-5-7-11(19)8-6-10/h1-8,17,19H,9H2,(H2,16,21)(H,18,20)

Standard InChI Key:  WJSYAZTYXSDFEV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    5.3701   -4.2037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413   -3.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0178   -3.4561    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777   -3.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8766   -4.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913   -5.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078   -4.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3049   -3.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5895   -3.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -2.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003   -2.2225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8713   -2.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147   -2.6311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276   -2.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4436   -2.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4467   -3.4507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1565   -2.2105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8725   -2.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8711   -3.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5862   -3.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3001   -3.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2943   -2.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5786   -2.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0167   -3.8460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  1  3  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
  9 10  1  0
 10 11  2  0
 10 12  1  0
  8  3  1  0
  3 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759922

   ---

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: 349.37

Molecular Weight (Monoisotopic): 349.0732

AlogP: 0.41

#Rotatable Bonds: 6

Polar Surface Area: 138.59

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.14

CX Basic pKa: ┄

CX LogP: 0.26

CX LogD: 0.25

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: -1.50

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