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

ID: ALA378951

PubChem CID: 24205513

Max Phase: Preclinical

Molecular Formula: C15H13F3N6O3S5

Molecular Weight: 542.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(NC1=NCCN1C(=S)SN1CCn2c1nsc2=S)c1cccc(OC(F)(F)F)c1

Standard InChI:  InChI=1S/C15H13F3N6O3S5/c16-15(17,18)27-9-2-1-3-10(8-9)32(25,26)21-11-19-4-5-22(11)14(29)31-24-7-6-23-12(24)20-30-13(23)28/h1-3,8H,4-7H2,(H,19,21)

Standard InChI Key:  UWEMRDAZSRCRSC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.8676  -12.0211    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870  -11.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1403  -10.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2122  -11.4216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7720  -12.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647  -11.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472  -12.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9341  -13.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1332  -13.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542  -12.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174  -14.2420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1218  -14.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315  -14.6612    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116  -13.6566    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269  -15.2491    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  3  9  2  0
  8 10  1  0
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 11 12  1  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
 26 27  2  0
 27 22  1  0
  4  5  1  0
 26 28  1  0
  5  6  1  0
 28 29  1  0
  6  7  1  0
 29 30  1  0
  7  8  1  0
 29 31  1  0
  8  4  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA378951

   2-(3-Trifluoromethoxy-benzenesulfonylimino)-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: 542.64

Molecular Weight (Monoisotopic): 541.9605

AlogP: 2.98

#Rotatable Bonds: 4

Polar Surface Area: 92.06

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.51

CX Basic pKa: 1.50

CX LogP: 5.20

CX LogD: 5.19

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -1.72

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