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

ID: ALA207167

PubChem CID: 24205597

Max Phase: Preclinical

Molecular Formula: C14H11Cl3N6O2S5

Molecular Weight: 561.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(NC1=NCCN1C(=S)SN1CCn2c1nsc2=S)c1ccc(Cl)c(Cl)c1Cl

Standard InChI:  InChI=1S/C14H11Cl3N6O2S5/c15-7-1-2-8(10(17)9(7)16)30(24,25)20-11-18-3-4-21(11)14(27)29-23-6-5-22-12(23)19-28-13(22)26/h1-2H,3-6H2,(H,18,20)

Standard InChI Key:  UWCUNILLDCVNOO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    5.5784   -0.9352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3512   -1.2324    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8716   -0.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6209   -0.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4219    0.1003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4646    0.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6917    1.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1713    0.5775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974   -0.6331    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3493    0.6239    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    1.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1102    1.3375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3493    2.0510    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6205    2.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358    1.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358    0.9257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6205    0.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8783   -0.1129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2911   -0.7001    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8783   -1.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7074   -0.1129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7074   -1.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3325   -1.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5435   -2.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3464   -2.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265   -2.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622   -3.4602    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7252   -2.2884    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0406   -3.0332    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
 27 29  1  0
  6  7  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA207167

   2-(2,4-Trichloro-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: 561.98

Molecular Weight (Monoisotopic): 559.8613

AlogP: 4.04

#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: 7.53

CX Basic pKa: 1.05

CX LogP: 5.58

CX LogD: 5.37

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.34

Np Likeness Score: -1.67

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