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

ID: ALA210949

PubChem CID: 24205511

Max Phase: Preclinical

Molecular Formula: C15H16N6O3S5

Molecular Weight: 488.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(S(=O)(=O)NC2=NCCN2C(=S)SN2CCn3c2nsc3=S)c1

Standard InChI:  InChI=1S/C15H16N6O3S5/c1-24-10-3-2-4-11(9-10)29(22,23)18-12-16-5-6-19(12)15(26)28-21-8-7-20-13(21)17-27-14(20)25/h2-4,9H,5-8H2,1H3,(H,16,18)

Standard InChI Key:  QLBZXUCFNVCARB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   12.4227   -5.0796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1953   -5.3765    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7146   -4.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4680   -4.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2668   -4.0424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3082   -3.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5356   -2.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0163   -3.5652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5397   -4.7771    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.1951   -3.5198    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7798   -2.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9570   -2.8064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1951   -2.0930    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4706   -2.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6853   -2.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6853   -3.2178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4706   -3.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7255   -4.2581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1390   -4.8446    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7255   -5.4273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5563   -4.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5563   -5.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7636   -5.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1812   -5.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3943   -6.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1951   -6.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7740   -6.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4108   -7.5972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8310   -8.1811    0.0000 C   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
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA210949

   2-(3-Methoxy-benzenesulfonylimino)-imidazolidine-1-carbodith ioic 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: 488.67

Molecular Weight (Monoisotopic): 487.9887

AlogP: 2.09

#Rotatable Bonds: 4

Polar Surface Area: 92.06

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.57

CX Basic pKa: 1.71

CX LogP: 3.61

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -1.64

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