2-dichloro-N-(2,5-dichlorothiophen-3-ylsulfonyl)-N-(2,6-dimethylphenyl)acetamide

ID: ALA1171036

PubChem CID: 49798554

Max Phase: Preclinical

Molecular Formula: C14H12Cl3NO3S2

Molecular Weight: 412.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C)c1N(C(=O)CCl)S(=O)(=O)c1cc(Cl)sc1Cl

Standard InChI:  InChI=1S/C14H12Cl3NO3S2/c1-8-4-3-5-9(2)13(8)18(12(19)7-15)23(20,21)10-6-11(16)22-14(10)17/h3-6H,7H2,1-2H3

Standard InChI Key:  YAOMKDYFOIFQHC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    8.0403  -16.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7533  -15.7295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0338  -16.9678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8948  -17.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8936  -18.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6085  -18.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3250  -18.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3221  -17.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6067  -16.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7512  -17.3795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4641  -16.9644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7543  -18.2046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4631  -17.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4603  -18.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2405  -18.8661    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7253  -18.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2449  -17.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5504  -18.2061    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7912  -19.0925    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0401  -18.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042  -16.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3243  -15.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213  -14.9098    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3 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  3  1  0
  7  8  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  1 22  1  0
 16 18  1  0
  8  9  2  0
 14 19  1  0
  9  4  1  0
  7 20  1  0
  8  3  1  0
  9 21  1  0
  1  2  2  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171036

   2-dichloro-N-(2,5-dichlorothiophen-3-ylsulfonyl)-N-(2,6-dimethylphenyl)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: 412.75

Molecular Weight (Monoisotopic): 410.9324

AlogP: 4.63

#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: 5.33

CX LogD: 5.33

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -1.42

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