2-bromo-N-(2,5-dichlorothiophen-3-ylsulfonyl)-N-phenylacetamide

ID: ALA1171238

PubChem CID: 49798556

Max Phase: Preclinical

Molecular Formula: C12H8BrCl2NO3S2

Molecular Weight: 429.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CBr)N(c1ccccc1)S(=O)(=O)c1cc(Cl)sc1Cl

Standard InChI:  InChI=1S/C12H8BrCl2NO3S2/c13-7-11(17)16(8-4-2-1-3-5-8)21(18,19)9-6-10(14)20-12(9)15/h1-6H,7H2

Standard InChI Key:  XOLGJVQMYMQCNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -2.6931  -22.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943  -23.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9794  -24.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2630  -23.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2659  -22.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9812  -22.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5529  -22.4895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631  -22.8993    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8760  -22.4841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1662  -23.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750  -23.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8722  -24.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6523  -24.3857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371  -23.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6567  -23.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9621  -23.7258    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2031  -24.6120    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5561  -21.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1569  -21.2493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721  -21.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752  -20.4297    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  8 11  1  0
 11 12  2  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
  5  7  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  3  4  2  0
 14 16  1  0
  7  8  1  0
 12 17  1  0
  7 18  1  0
  8  9  2  0
 18 19  2  0
  4  5  1  0
 18 20  1  0
  8 10  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171238

   2-bromo-N-(2,5-dichlorothiophen-3-ylsulfonyl)-N-phenylacetamide

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: 429.14

Molecular Weight (Monoisotopic): 426.8506

AlogP: 4.17

#Rotatable Bonds: 4

Polar Surface Area: 54.45

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.65

References

1. Caridha D, Kathcart AK, Jirage D, Waters NC..  (2010)  Activity of substituted thiophene sulfonamides against malarial and mammalian cyclin dependent protein kinases.,  20  (13): [PMID:20627564] [10.1016/j.bmcl.2010.05.039]

2. Rotella DP..  (2012)  Recent results in protein kinase inhibition for tropical diseases.,  22  (22): [PMID:23063403] [10.1016/j.bmcl.2012.09.044]

Source

Source(1):

• Scientific Literature