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

ID: ALA4161577

PubChem CID: 145958447

Max Phase: Preclinical

Molecular Formula: C15H11FN4O3S

Molecular Weight: 346.34

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H11FN4O3S/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:  NAHJNBSRDRMTPD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   35.5148   -4.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5189   -3.4173    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.8050   -3.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7488   -4.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5683   -4.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9794   -3.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5679   -2.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7452   -2.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3420   -3.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8038   -3.4141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2840   -4.0794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0654   -3.8271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0656   -3.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2843   -2.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7729   -2.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4881   -2.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7661   -1.7665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1058   -2.7148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4910   -3.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2053   -4.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9147   -3.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9052   -2.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1903   -2.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6305   -4.2044    0.0000 F   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:

   

   ALA4161577

   ---

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: 346.34

Molecular Weight (Monoisotopic): 346.0536

AlogP: 1.28

#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: 2.27

CX LogD: 2.27

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -2.19

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