4,4'-Diisothiocyanostilbene-2,2'-sulfonic acid disodium salt

ID: ALA4469405

Cas Number: 38151-70-1

PubChem CID: 5284377

Max Phase: Preclinical

Molecular Formula: C14H12N2Na2O6S2

Molecular Weight: 370.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(/C=C/c2ccc(N)cc2S(=O)(=O)[O-])c(S(=O)(=O)[O-])c1.[Na+].[Na+]

Standard InChI:  InChI=1S/C14H14N2O6S2.2Na/c15-11-5-3-9(13(7-11)23(17,18)19)1-2-10-4-6-12(16)8-14(10)24(20,21)22;;/h1-8H,15-16H2,(H,17,18,19)(H,20,21,22);;/q;2*+1/p-2/b2-1+;;

Standard InChI Key:  YAKFHPREDNNSFX-SEPHDYHBSA-L

Molfile:  

     RDKit          2D

 26 25  0  0  0  0  0  0  0  0999 V2000
   10.1117  -14.9406    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    5.6048  -16.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7876  -16.8061    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1962  -17.5138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4992  -14.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3164  -14.7548    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9113  -14.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0845  -14.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834  -15.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7914  -15.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5011  -15.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4983  -14.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7896  -14.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2094  -15.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9165  -15.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6249  -15.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6215  -16.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3290  -17.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0371  -16.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0332  -15.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3251  -15.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3767  -14.3546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7460  -17.2072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834  -17.2172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0245  -14.3450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4627  -18.2795    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  6  5  2  0
  7  6  2  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  8 22  1  0
 19 23  1  0
 10  3  1  0
  3 24  1  0
 21  6  1  0
  6 25  1  0
M  CHG  4   1   1  24  -1  25  -1  26   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 370.41

Molecular Weight (Monoisotopic): 370.0293

AlogP: 1.51

#Rotatable Bonds: 4

Polar Surface Area: 160.78

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -3.70

CX Basic pKa: 3.53

CX LogP: 0.57

CX LogD: -3.73

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.36

Np Likeness Score: -0.08

References

1. Stevens M, Abdeen S, Salim N, Ray AM, Washburn A, Chitre S, Sivinski J, Park Y, Hoang QQ, Chapman E, Johnson SM..  (2019)  HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.,  29  (9): [PMID:30852084] [10.1016/j.bmcl.2019.02.028]

Source

Source(1):

• Scientific Literature