2-[[2-(4-Hydroxyanilino)-2-oxo-ethyl]sulfamoyl]-N-methylbenzamide

ID: ALA4800549

PubChem CID: 146623941

Max Phase: Preclinical

Molecular Formula: C16H17N3O5S

Molecular Weight: 363.39

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H17N3O5S/c1-17-16(22)13-4-2-3-5-14(13)25(23,24)18-10-15(21)19-11-6-8-12(20)9-7-11/h2-9,18,20H,10H2,1H3,(H,17,22)(H,19,21)

Standard InChI Key:  YEABPXBNCMTIRY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   15.8533   -4.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3245   -3.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5010   -3.2686    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3609   -3.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3598   -4.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0745   -4.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7910   -4.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7881   -3.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0727   -3.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0703   -2.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7835   -2.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3546   -2.0393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4979   -2.4436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2108   -2.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9268   -2.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9299   -3.2632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6397   -2.0230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3557   -2.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3543   -3.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0694   -3.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7833   -3.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7775   -2.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0617   -2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4998   -3.6586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6414   -2.4539    0.0000 C   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
 12 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4800549

   ---

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: 363.39

Molecular Weight (Monoisotopic): 363.0889

AlogP: 0.67

#Rotatable Bonds: 6

Polar Surface Area: 124.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.13

CX Basic pKa: ┄

CX LogP: 0.49

CX LogD: 0.48

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -1.58

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