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

ID: ALA210620

PubChem CID: 44413038

Max Phase: Preclinical

Molecular Formula: C18H16N6O2S5

Molecular Weight: 508.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(NC1=NCCN1C(=S)SN1CCn2c1nsc2=S)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C18H16N6O2S5/c25-31(26,14-6-5-12-3-1-2-4-13(12)11-14)21-15-19-7-8-22(15)18(28)30-24-10-9-23-16(24)20-29-17(23)27/h1-6,11H,7-10H2,(H,19,21)

Standard InChI Key:  NOZMFXACNKQZDD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.7208   -1.8467    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9900   -0.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5386   -0.0377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0684   -1.2465    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7165    0.0086    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3031    0.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2034    1.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034    0.3128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0755   -0.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0755   -1.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2838   -1.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7162   -3.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2975   -2.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132   -3.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7074   -2.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163   -2.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3305   -2.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409   -3.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3316   -3.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 10  1  0
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  1  2  1  0
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  2  3  1  0
  3  5  1  0
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  4  1  2  0
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  4  5  1  0
  5  6  1  0
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  6  7  1  0
 27 28  2  0
  7  8  1  0
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  8  4  1  0
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  3  9  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA210620

   (3-Sulfanylidene-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-yl) 2-(naphthalen-2-ylsulfonylamino)-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: 508.70

Molecular Weight (Monoisotopic): 507.9938

AlogP: 3.23

#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: 9.65

CX Basic pKa: 1.40

CX LogP: 4.75

CX LogD: 4.75

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -1.49

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