4-(4-(4-Chlorobenzoyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide

ID: ALA4173541

PubChem CID: 145951214

Max Phase: Preclinical

Molecular Formula: C15H11ClN4O3S

Molecular Weight: 362.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(-n2cc(C(=O)c3ccc(Cl)cc3)nn2)cc1

Standard InChI:  InChI=1S/C15H11ClN4O3S/c16-11-3-1-10(2-4-11)15(21)14-9-20(19-18-14)12-5-7-13(8-6-12)24(17,22)23/h1-9H,(H2,17,22,23)

Standard InChI Key:  LYKJQWAEPRUUEK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.9303   -9.2202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9345   -8.3989    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2206   -8.8081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1643   -9.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9839   -9.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3949   -8.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9834   -7.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1607   -7.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7575   -8.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2194   -8.3957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6996   -9.0610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4809   -8.8087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4811   -7.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6999   -7.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1884   -7.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9036   -7.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1816   -6.7480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214   -7.6964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9065   -8.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6209   -9.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3302   -8.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3208   -7.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6058   -7.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0419   -9.1860    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  6 10  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9  2  1  0
  2 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 16  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4173541

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 362.80

Molecular Weight (Monoisotopic): 362.0240

AlogP: 1.80

#Rotatable Bonds: 4

Polar Surface Area: 107.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.54

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -2.10

References

1. Kumar R, Vats L, Bua S, Supuran CT, Sharma PK..  (2018)  Design and synthesis of novel benzenesulfonamide containing 1,2,3-triazoles as potent human carbonic anhydrase isoforms I, II, IV and IX inhibitors.,  155  [PMID:29909339] [10.1016/j.ejmech.2018.06.021]

Source

Source(1):

• Scientific Literature