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

ID: ALA382433

PubChem CID: 24205594

Max Phase: Preclinical

Molecular Formula: C20H18N6O2S5

Molecular Weight: 534.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(NC1=NCCN1C(=S)SN1CCn2c1nsc2=S)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C20H18N6O2S5/c27-33(28,16-8-6-15(7-9-16)14-4-2-1-3-5-14)23-17-21-10-11-24(17)20(30)32-26-13-12-25-18(26)22-31-19(25)29/h1-9H,10-13H2,(H,21,23)

Standard InChI Key:  IZHDQJFUWYIVLR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.3713   -1.4977    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -0.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6406   -0.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417   -0.1637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4841    0.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7111    0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1892    0.3112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7188   -0.8975    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3672    0.3574    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9538    1.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1302    1.0714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3672    1.7854    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8543    1.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8543    0.6616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6390    0.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3112   -0.9642    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994   -1.5488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7264   -0.3798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7264   -1.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -1.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -1.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5642   -2.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671   -2.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9484   -2.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9790   -3.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850   -3.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3998   -3.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837   -4.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6185   -4.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -4.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 10  1  0
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 11 13  2  0
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 15 16  1  0
 16 17  2  0
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 17 18  1  0
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  1  2  1  0
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  2  3  1  0
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  3  5  1  0
 25 26  1  0
  4  1  2  0
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 27 22  1  0
  4  5  1  0
 25 28  1  0
  5  6  1  0
 28 29  2  0
  6  7  1  0
 29 30  1  0
  7  8  1  0
 30 31  2  0
  8  4  1  0
 31 32  1  0
  3  9  2  0
 32 33  2  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA382433

   2-(Biphenyl-4-sulfonylimino)-imidazolidine-1-carbodithioic acid 3-thioxo-5,1-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: 534.74

Molecular Weight (Monoisotopic): 534.0095

AlogP: 3.74

#Rotatable Bonds: 4

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: 9.77

CX Basic pKa: 0.99

CX LogP: 5.41

CX LogD: 5.41

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -1.34

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