2-[(E)-3,5-dichloro-benzenesulfonylimino]-imidazolidine-1-carbodithioic acid 3-thioxo-5,6-dihydro-imidazo[2,1-c][1,2,4]thiadiazol-7-yl ester

ID: ALA425608

PubChem CID: 24205517

Max Phase: Preclinical

Molecular Formula: C14H12Cl2N6O2S5

Molecular Weight: 527.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(NC1=NCCN1C(=S)SN1CCn2c1nsc2=S)c1cc(Cl)cc(Cl)c1

Standard InChI:  InChI=1S/C14H12Cl2N6O2S5/c15-8-5-9(16)7-10(6-8)29(23,24)19-11-17-1-2-20(11)14(26)28-22-4-3-21-12(22)18-27-13(21)25/h5-7H,1-4H2,(H,17,19)

Standard InChI Key:  UFYZVZVHXROVQS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    5.6140   -1.1963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3870   -1.4934    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9074   -0.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6566   -0.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4576   -0.1607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004    0.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7274    0.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2069    0.3166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7333   -0.8942    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848    0.3630    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9693    1.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456    1.0767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848    1.7902    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6558    1.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    1.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6558    0.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -0.3739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -0.9611    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -1.5447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7426   -0.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7426   -1.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510   -1.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676   -1.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5786   -2.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3816   -2.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9618   -2.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5975   -3.7215    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4297   -1.7003    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  3  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
 22 23  2  0
  1  2  1  0
 23 24  1  0
  2  3  1  0
 24 25  2  0
  3  5  1  0
 25 26  1  0
  4  1  2  0
 26 27  2  0
 27 22  1  0
  4  5  1  0
 26 28  1  0
  5  6  1  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA425608

   (3-Sulfanylidene-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-yl) 2-[(3,5-dichlorophenyl)sulfonylamino]-4,5-dihydroimidazole-1-carbodithioate

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: 527.53

Molecular Weight (Monoisotopic): 525.9002

AlogP: 3.38

#Rotatable Bonds: 3

Polar Surface Area: 82.83

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.36

CX Basic pKa: 1.32

CX LogP: 4.97

CX LogD: 4.93

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.65

References

1. Saczewski J, Brzozowski Z, Saczewski F, Bednarski PJ, Liebeke M, Gdaniec M..  (2006)  Synthesis and in vitro anti-tumor activity of N-{1-[(3-thioxo-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-ylthio)thiocarbonyl]-2-imidazolidene}arylsulfonamides.,  16  (14): [PMID:16682194] [10.1016/j.bmcl.2006.04.067]

Source

Source(1):

• Scientific Literature