4,4'-diisothiocyanatostilbene-2,2'-disulfonic acid

ID: ALA1162148

Cas Number: 152216-76-7

PubChem CID: 5281951

Max Phase: Preclinical

Molecular Formula: C16H10N2O6S4

Molecular Weight: 454.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(O)c1cc(N=C=S)ccc1/C=C/c1ccc(N=C=S)cc1S(=O)(=O)O

Standard InChI:  InChI=1S/C16H10N2O6S4/c19-27(20,21)15-7-13(17-9-25)5-3-11(15)1-2-12-4-6-14(18-10-26)8-16(12)28(22,23)24/h1-8H,(H,19,20,21)(H,22,23,24)/b2-1+

Standard InChI Key:  YSCNMFDFYJUPEF-OWOJBTEDSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
    5.0292   -6.7500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292   -9.6417    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -9.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -7.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7542   -9.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6042   -7.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -8.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3250   -7.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -6.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417  -10.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4542   -6.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8917   -9.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -8.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -7.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -7.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292  -10.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -9.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0167   -5.9250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4667   -9.6417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8917   -6.7292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3167   -7.5542    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0386   -8.8149    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -9.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792   -7.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4667   -8.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8917   -7.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792   -7.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -8.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3 13  1  0
  4  1  1  0
  5 19  2  0
  6 20  2  0
  7 14  1  0
  8  7  2  0
  9  1  1  0
 10  2  1  0
 11  4  2  0
 12  3  2  0
 13  8  1  0
 14  4  1  0
 15  1  2  0
 16  2  2  0
 17  2  2  0
 18  1  2  0
 19 23  1  0
 20 24  1  0
 21  6  2  0
 22  5  2  0
 23 28  2  0
 24 11  1  0
 25 14  2  0
 26 13  2  0
 27 25  1  0
 28 26  1  0
 27 24  2  0
 23 12  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA1162148

   Disodium 4,4'-Diisothiocyanato -2,2'-stilbenedisulfonate Hydrate

2. Parent:

   

   ALA1162148

   4,4'-Diisothiocyanostilbene-2,2'-disulfonic acid

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: 454.53

Molecular Weight (Monoisotopic): 453.9422

AlogP: 3.82

#Rotatable Bonds: 6

Polar Surface Area: 133.46

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -3.23

CX Basic pKa: ┄

CX LogP: 1.51

CX LogD: -0.03

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.29

Np Likeness Score: -0.27

References

1. Cui X, Vlahakis JZ, Crandall IE, Szarek WA..  (2008)  Anti-Plasmodium activity of tetrazolium salts.,  16  (4): [PMID:18078758] [10.1016/j.bmc.2007.11.005]

2. Boina DR, Lewis EE, Bloomquist JR..  (2008)  Nematicidal activity of anion transport blockers against Meloidogyne incognita, Caenorhabditis elegans and Heterorhabditis bacteriophora.,  64  (6): [PMID:18407564] [10.1002/ps.1591]

3. Huang F, Mazin AV..  (2014)  Targeting the homologous recombination pathway by small molecule modulators.,  24  (14): [PMID:24856061] [10.1016/j.bmcl.2014.04.088]

Source

Source(1):

• Scientific Literature