2-(3,4-dichlorophenyl)-N-(4-(N-thiazol-2-ylsulfamoyl)phenyl)acetamide

ID: ALA3108867

Cas Number: 1004000-82-1

PubChem CID: 2678352

Max Phase: Preclinical

Molecular Formula: C17H13Cl2N3O3S2

Molecular Weight: 442.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(Cl)c(Cl)c1)Nc1ccc(S(=O)(=O)Nc2nccs2)cc1

Standard InChI:  InChI=1S/C17H13Cl2N3O3S2/c18-14-6-1-11(9-15(14)19)10-16(23)21-12-2-4-13(5-3-12)27(24,25)22-17-20-7-8-26-17/h1-9H,10H2,(H,20,22)(H,21,23)

Standard InChI Key:  ZMBVGRXWDRAZOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   10.6562   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2391   -4.2948    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.6464   -3.5863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8292   -3.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830   -5.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6931   -5.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4027   -5.9345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1105   -5.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8132   -5.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5241   -5.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5241   -4.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8132   -4.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1105   -4.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6924   -4.7073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2743   -5.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780   -4.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -4.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8624   -4.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -5.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752   -5.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1627   -5.9515    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1564   -4.3113    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9476   -4.7021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4015   -4.6212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9478   -4.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5348   -3.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7333   -3.4747    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  2  4  2  0
  6  5  1  0
  7  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
 11  2  1  0
  6 14  2  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 19 21  1  0
 18 22  1  0
  2 23  1  0
 23  1  1  0
  1 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3108867

   2-(3,4-Dichlorophenyl)-N-(4-(N-(thiazol-2-yl)sulfamoyl)phenyl)acetamide

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: 442.35

Molecular Weight (Monoisotopic): 440.9775

AlogP: 4.43

#Rotatable Bonds: 6

Polar Surface Area: 88.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.77

CX Basic pKa: 0.59

CX LogP: 4.08

CX LogD: 3.53

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -2.27

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.,  5  (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

Source(1):

• Scientific Literature