2-bromo-N-(4-chlorophenyl)-N-(2,5-dichlorothiophen-3-ylsulfonyl)acetamide

ID: ALA1171239

PubChem CID: 49798557

Max Phase: Preclinical

Molecular Formula: C12H7BrCl3NO3S2

Molecular Weight: 463.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CBr)N(c1ccc(Cl)cc1)S(=O)(=O)c1cc(Cl)sc1Cl

Standard InChI:  InChI=1S/C12H7BrCl3NO3S2/c13-6-11(18)17(8-3-1-7(14)2-4-8)22(19,20)9-5-10(15)21-12(9)16/h1-5H,6H2

Standard InChI Key:  KPXMJEJTYNUFHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    8.3569  -24.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3557  -24.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0706  -25.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7870  -24.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7841  -24.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0688  -23.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4971  -23.6020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2131  -24.0118    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.9260  -23.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2162  -24.8368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9250  -24.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9222  -25.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7023  -25.4982    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.1871  -24.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7067  -24.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0121  -24.8383    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2531  -25.7245    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.4939  -22.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2069  -22.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7779  -22.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7748  -21.5422    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.6409  -25.2601    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
  2  3  1  0
  2 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171239

   2-bromo-N-(4-chlorophenyl)-N-(2,5-dichlorothiophen-3-ylsulfonyl)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: 463.59

Molecular Weight (Monoisotopic): 460.8116

AlogP: 4.83

#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: 5.10

CX LogD: 5.10

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -1.69

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]

Source

Source(1):

• Scientific Literature