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

ID: ALA4176906

PubChem CID: 145971736

Max Phase: Preclinical

Molecular Formula: C16H14N4O4S

Molecular Weight: 358.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)c2cn(-c3ccc(S(N)(=O)=O)cc3)nn2)cc1

Standard InChI:  InChI=1S/C16H14N4O4S/c1-24-13-6-2-11(3-7-13)16(21)15-10-20(19-18-15)12-4-8-14(9-5-12)25(17,22)23/h2-10H,1H3,(H2,17,22,23)

Standard InChI Key:  IEEGOYJBQVMORS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   23.8017   -4.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8059   -3.4462    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.0920   -3.8513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0398   -4.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8594   -4.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2663   -3.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8589   -2.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0363   -2.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6289   -3.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0908   -3.4430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5751   -4.1083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3565   -3.8519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3567   -3.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5754   -2.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0639   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7792   -3.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0571   -1.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3969   -2.7396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7820   -3.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4923   -4.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2016   -3.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1922   -3.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4772   -2.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9174   -4.2333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9253   -5.0546    0.0000 C   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
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4176906

   ---

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: 358.38

Molecular Weight (Monoisotopic): 358.0736

AlogP: 1.15

#Rotatable Bonds: 5

Polar Surface Area: 117.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.54

CX Basic pKa: ┄

CX LogP: 1.97

CX LogD: 1.97

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: -1.80

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