2-dichloro-N-p-tolyl-N-(2,4,5-trichlorothiophen-3-ylsulfonyl)acetamide

ID: ALA1171237

PubChem CID: 49798555

Max Phase: Preclinical

Molecular Formula: C13H9Cl4NO3S2

Molecular Weight: 433.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(N(C(=O)CCl)S(=O)(=O)c2c(Cl)sc(Cl)c2Cl)cc1

Standard InChI:  InChI=1S/C13H9Cl4NO3S2/c1-7-2-4-8(5-3-7)18(9(19)6-14)23(20,21)11-10(15)12(16)22-13(11)17/h2-5H,6H2,1H3

Standard InChI Key:  QUIGYAWKDRZEFL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   16.5898  -15.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3027  -15.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1646  -16.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4527  -17.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4516  -17.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1664  -18.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8828  -17.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8800  -17.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5929  -16.7020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3089  -17.1118    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0218  -16.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3120  -17.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0208  -17.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0181  -18.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7981  -18.5982    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.2830  -17.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8025  -17.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1080  -17.9383    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.3490  -18.8245    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7368  -18.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0600  -16.4860    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.8738  -15.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8738  -14.6422    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  4  5  2  0
 10 11  2  0
 10 12  2  0
  5  6  1  0
 10 13  1  0
 13 14  2  0
  6  7  2  0
  1 22  1  0
  7  8  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  8  3  2  0
 16 18  1  0
  3  4  1  0
 14 19  1  0
  9  1  1  0
  1  2  2  0
  5 20  1  0
  8  9  1  0
 17 21  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171237

   2-dichloro-N-p-tolyl-N-(2,4,5-trichlorothiophen-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: 433.17

Molecular Weight (Monoisotopic): 430.8778

AlogP: 4.98

#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: 5.42

CX LogD: 5.42

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: -1.20

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