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

ID: ALA210480

PubChem CID: 44413004

Max Phase: Preclinical

Molecular Formula: C14H13N7O4S5

Molecular Weight: 503.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(S(=O)(=O)NC2=NCCN2C(=S)SN2CCn3c2nsc3=S)cc1

Standard InChI:  InChI=1S/C14H13N7O4S5/c22-21(23)9-1-3-10(4-2-9)30(24,25)17-11-15-5-6-18(11)14(27)29-20-8-7-19-12(20)16-28-13(19)26/h1-4H,5-8H2,(H,15,17)

Standard InChI Key:  FRIVJMLMOHYXIY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    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
    1.2769   -2.9200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4903   -3.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4794   -2.7060    0.0000 O   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
  5  6  1  0
  6  7  1  0
 28 29  2  0
 28 30  1  0
 25 28  1  0
M  CHG  2  28   1  30  -1
M  END

Alternative Forms

1. Parent:

   

   ALA210480

   (3-Sulfanylidene-5,6-dihydroimidazo[2,1-c][1,2,4]thiadiazol-7-yl) 2-[(4-nitrophenyl)sulfonylamino]-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: 503.64

Molecular Weight (Monoisotopic): 502.9633

AlogP: 1.99

#Rotatable Bonds: 4

Polar Surface Area: 125.97

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.08

CX Basic pKa: 1.27

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.29

Np Likeness Score: -1.74

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