4-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)thiophene-2-sulfonamide

ID: ALA4483414

PubChem CID: 155540756

Max Phase: Preclinical

Molecular Formula: C9H9N3O3S2

Molecular Weight: 271.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1cc(-c2noc(C3CC3)n2)cs1

Standard InChI:  InChI=1S/C9H9N3O3S2/c10-17(13,14)7-3-6(4-16-7)8-11-9(15-12-8)5-1-2-5/h3-5H,1-2H2,(H2,10,13,14)

Standard InChI Key:  WPXHNIUNRBSJAA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    3.9380  -28.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5267  -27.9980    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1151  -28.7099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8358  -27.8211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6195  -27.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6117  -26.7332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8231  -26.4865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3462  -27.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171  -27.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0231  -26.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2391  -26.7659    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2470  -27.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0358  -27.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3329  -27.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8137  -27.5808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7467  -28.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1560  -27.9688    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  1  0
  7  8  2  0
  8  4  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  8  9  1  0
 12  2  1  0
  5 14  1  0
  2 15  1  0
 16 14  1  0
 17 16  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483414

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 271.32

Molecular Weight (Monoisotopic): 271.0085

AlogP: 1.32

#Rotatable Bonds: 3

Polar Surface Area: 99.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.62

CX Basic pKa: ┄

CX LogP: 1.48

CX LogD: 1.46

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.91

Np Likeness Score: -2.41

References

1. Krasavin M, Shetnev A, Sharonova T, Baykov S, Kalinin S, Nocentini A, Sharoyko V, Poli G, Tuccinardi T, Presnukhina S, Tennikova TB, Supuran CT..  (2019)  Continued exploration of 1,2,4-oxadiazole periphery for carbonic anhydrase-targeting primary arene sulfonamides: Discovery of subnanomolar inhibitors of membrane-bound hCA IX isoform that selectively kill cancer cells in hypoxic environment.,  164  [PMID:30594030] [10.1016/j.ejmech.2018.12.049]

Source

Source(1):

• Scientific Literature