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

ID: ALA207540

PubChem CID: 24205589

Max Phase: Preclinical

Molecular Formula: C17H20N6O2S5

Molecular Weight: 500.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(S(=O)(=O)NC2=NCCN2C(=S)SN2CCn3c2nsc3=S)c(C)c1

Standard InChI:  InChI=1S/C17H20N6O2S5/c1-10-8-11(2)13(12(3)9-10)30(24,25)20-14-18-4-5-21(14)17(27)29-23-7-6-22-15(23)19-28-16(22)26/h8-9H,4-7H2,1-3H3,(H,18,20)

Standard InChI Key:  HZAXHXGNYROGSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.9719   -1.0172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7446   -1.3142    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2638   -0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0174   -0.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8160    0.0198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8575    0.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0849    1.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5656    0.4970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0889   -0.7148    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7445    0.5425    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3292    1.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5064    1.2559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7445    1.9692    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0200    1.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2348    1.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2348    0.8445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0200    0.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750   -0.1958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6885   -0.7823    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750   -1.3649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057   -0.1958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057   -1.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3131   -1.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7307   -1.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439   -2.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7445   -2.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3235   -2.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1185   -2.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -0.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614   -3.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
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  3  9  2  0
  8 10  1  0
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 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
 27 28  1  0
  5  6  1  0
 23 29  1  0
  6  7  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA207540

   2-(2,6-Trimethyl-benzenesulfonylimino)-imidazolidine-1-car bodithioic acid 3-thioxo-5,6-dihydro-imidazo[2,1-c][1,2,4]thiadiazol-7-yl ester

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: 500.72

Molecular Weight (Monoisotopic): 500.0251

AlogP: 3.00

#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: 10.40

CX Basic pKa: 1.63

CX LogP: 5.30

CX LogD: 5.30

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -1.48

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