2-(4-chloro-3-fluorophenyl)-N-(4-(N-(5-methylisoxazol-3-yl)sulfamoyl)phenyl)acetamide

ID: ALA3108847

PubChem CID: 53255430

Max Phase: Preclinical

Molecular Formula: C18H15ClFN3O4S

Molecular Weight: 423.85

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1cc(NS(=O)(=O)c2ccc(NC(=O)Cc3ccc(Cl)c(F)c3)cc2)no1

Standard InChI:  InChI=1S/C18H15ClFN3O4S/c1-11-8-17(22-27-11)23-28(25,26)14-5-3-13(4-6-14)21-18(24)10-12-2-7-15(19)16(20)9-12/h2-9H,10H2,1H3,(H,21,24)(H,22,23)

Standard InChI Key:  JCFRAPARGMDXAU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    8.4178   -4.6910    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8284   -5.3976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2350   -4.6887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8718   -5.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616   -6.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4528   -5.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473   -6.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0358   -5.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0366   -5.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462   -4.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510   -5.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5814   -6.3307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2892   -5.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9919   -6.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7028   -5.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7028   -5.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9919   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2892   -5.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4147   -3.8678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0980   -2.5729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2815   -2.6587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1167   -3.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8261   -3.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4304   -3.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2331   -3.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8711   -5.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3323   -4.6969    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3285   -6.3330    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  4  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  5  6  1  0
 12  4  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
  1 19  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 20 24  1  0
 24 25  1  0
 19 22  1  0
 16  1  1  0
  4 26  2  0
  9 27  1  0
  8 28  1  0
M  END

Associated Targets(non-human)

pfk 6-phospho-1-fructokinase, putative (79 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pfk 6-phospho-1-fructokinase (7870 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 423.85Molecular Weight (Monoisotopic): 423.0456AlogP: 3.76#Rotatable Bonds: 6
Polar Surface Area: 101.30Molecular Species: ACIDHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 5.88CX Basic pKa: 0.38CX LogP: 3.44CX LogD: 2.58
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.63Np Likeness Score: -2.56

References

1. Brimacombe KR, Walsh MJ, Liu L, Vásquez-Valdivieso MG, Morgan HP, McNae I, Fothergill-Gilmore LA, Michels PA, Auld DS, Simeonov A, Walkinshaw MD, Shen M, Boxer MB..  (2014)  Identification of ML251, a Potent Inhibitor of T. brucei and T. cruzi Phosphofructokinase.,  (1): [PMID:24900769] [10.1021/ml400259d]
2. Miana GE, Ribone SR, Vera DMA, Sánchez-Moreno M, Mazzieri MR, Quevedo MA..  (2019)  Design, synthesis and molecular docking studies of novel N-arylsulfonyl-benzimidazoles with anti Trypanosoma cruzi activity.,  165  [PMID:30641409] [10.1016/j.ejmech.2019.01.013]

Source