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

ID: ALA211646

PubChem CID: 24205068

Max Phase: Preclinical

Molecular Formula: C15H13F3N6O2S5

Molecular Weight: 526.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(NC1=NCCN1C(=S)SN1CCn2c1nsc2=S)c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C15H13F3N6O2S5/c16-15(17,18)9-1-3-10(4-2-9)31(25,26)21-11-19-5-6-22(11)14(28)30-24-8-7-23-12(24)20-29-13(23)27/h1-4H,5-8H2,(H,19,21)

Standard InChI Key:  HNTAQWPMHHSOOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.8987   -0.8184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6715   -1.1155    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1919   -0.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9412    0.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7422    0.2171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7849    1.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0121    1.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4916    0.6943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0178   -0.5163    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6696    0.7408    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2541    1.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4305    1.4544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6696    2.1679    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408    2.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1562    1.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1562    1.0425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408    0.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986    0.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6114   -0.5833    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0277    0.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0277   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2362   -0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -1.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8638   -2.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -2.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2468   -1.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2803   -2.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6933   -3.4975    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8627   -3.5031    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970   -2.3334    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
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 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
 25 28  1  0
  5  6  1  0
 28 29  1  0
  6  7  1  0
 28 30  1  0
  7  8  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA211646

   2-(4-Trifluoromethyl-benzenesulfonylimino)-imidazolidine-1-c arbodithioic 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: 526.64

Molecular Weight (Monoisotopic): 525.9656

AlogP: 3.10

#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: 9.70

CX Basic pKa: 1.67

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.65

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