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

ID: ALA4169044

PubChem CID: 145953466

Max Phase: Preclinical

Molecular Formula: C16H14N4O3S

Molecular Weight: 342.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)c2cn(-c3ccc(S(N)(=O)=O)cc3)nn2)cc1

Standard InChI:  InChI=1S/C16H14N4O3S/c1-11-2-4-12(5-3-11)16(21)15-10-20(19-18-15)13-6-8-14(9-7-13)24(17,22)23/h2-10H,1H3,(H2,17,22,23)

Standard InChI Key:  UBSAHHSNQXOAAL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.9430   -4.5523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9471   -3.7310    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.2332   -4.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1811   -4.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0006   -4.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4076   -3.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0002   -3.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1775   -3.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7702   -3.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2320   -3.7278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7163   -4.3931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4977   -4.1408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4979   -3.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7167   -3.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2052   -2.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9204   -3.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1984   -2.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5381   -3.0285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9233   -4.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6335   -4.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3429   -4.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3334   -3.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6185   -2.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0587   -4.5181    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
M  END

Alternative Forms

1. Parent:

   

   ALA4169044

   ---

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: 342.38

Molecular Weight (Monoisotopic): 342.0787

AlogP: 1.45

#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: 2.64

CX LogD: 2.64

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -1.98

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