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

ID: ALA208641

PubChem CID: 24205588

Max Phase: Preclinical

Molecular Formula: C16H17N7O3S5

Molecular Weight: 515.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(S(=O)(=O)NC2=NCCN2C(=S)SN2CCn3c2nsc3=S)cc1

Standard InChI:  InChI=1S/C16H17N7O3S5/c1-10(24)18-11-2-4-12(5-3-11)31(25,26)20-13-17-6-7-21(13)16(28)30-23-9-8-22-14(23)19-29-15(22)27/h2-5H,6-9H2,1H3,(H,17,20)(H,18,24)

Standard InChI Key:  SUPANDUYJGNING-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    6.5482   -0.4678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3210   -0.7650    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8414   -0.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5907    0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3917    0.5677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4344    1.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6615    1.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1411    1.0449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6672   -0.1657    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3191    1.0913    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9036    1.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800    1.8049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3191    2.5184    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5903    2.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8056    2.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8056    1.3930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5903    1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481    0.3545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -0.2328    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481   -0.8162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6772    0.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6772   -0.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8857   -0.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3023   -1.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5133   -1.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3162   -2.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -1.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292   -2.5659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1317   -2.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523   -2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817   -1.5543    0.0000 O   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
 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
 25 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  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA208641

   2-(4-Acetylamino-benzenesulfonylimino)-imidazolidine-1-carbo dithioic 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: 515.69

Molecular Weight (Monoisotopic): 514.9996

AlogP: 2.04

#Rotatable Bonds: 4

Polar Surface Area: 111.93

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.80

CX Basic pKa: 1.35

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.66

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