4-(3-(3-fluorophenyl)-1,2,4-oxadiazol-5-yl)-3-methoxybenzenesulfonamide

ID: ALA5209434

PubChem CID: 168295044

Max Phase: Preclinical

Molecular Formula: C15H12FN3O4S

Molecular Weight: 349.34

Names and Identifiers

Canonical SMILES:  COc1cc(S(N)(=O)=O)ccc1-c1nc(-c2cccc(F)c2)no1

Standard InChI:  InChI=1S/C15H12FN3O4S/c1-22-13-8-11(24(17,20)21)5-6-12(13)15-18-14(19-23-15)9-3-2-4-10(16)7-9/h2-8H,1H3,(H2,17,20,21)

Standard InChI Key:  QWAPQGDUHGMNIZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    0.6123   -0.5365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550   -0.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    0.7331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250    0.7331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2799   -0.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0771   -0.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521   -0.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0660   -1.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8609   -1.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447   -0.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337    0.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4383    0.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2418   -0.9044    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4555   -1.7015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4559   -0.1057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0391   -0.6908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609    0.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4555    0.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6691   -0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0895   -1.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2916   -1.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0391    0.6881    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2246    1.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8082    1.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  5  1  0
  7  2  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
  7 12  1  0
 12 11  2  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 13 16  2  0
 17  6  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
  6 21  1  0
 18 22  1  0
 12 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5209434

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 349.34

Molecular Weight (Monoisotopic): 349.0533

AlogP: 2.20

#Rotatable Bonds: 4

Polar Surface Area: 108.31

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.63

CX Basic pKa: ┄

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -2.05

References

1. Kumar S, Rulhania S, Jaswal S, Monga V..  (2021)  Recent advances in the medicinal chemistry of carbonic anhydrase inhibitors.,  209  [PMID:33121862] [10.1016/j.ejmech.2020.112923]

Source

Source(1):

• Scientific Literature