bis(2,4-dinitrophenyl)sulfane

ID: ALA204688

Cas Number: 2253-67-0

PubChem CID: 95960

Max Phase: Preclinical

Molecular Formula: C12H6N4O8S

Molecular Weight: 366.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(Sc2ccc([N+](=O)[O-])cc2[N+](=O)[O-])c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C12H6N4O8S/c17-13(18)7-1-3-11(9(5-7)15(21)22)25-12-4-2-8(14(19)20)6-10(12)16(23)24/h1-6H

Standard InChI Key:  DMIUPZAMXYQKBR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   -1.8556  -15.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568  -15.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419  -16.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255  -15.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4284  -15.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1437  -14.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846  -14.5978    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0006  -15.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003  -15.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7155  -16.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4294  -15.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236  -14.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7079  -14.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477  -13.7731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8634  -13.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345  -13.3585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7011  -13.7623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830  -13.3562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4118  -13.3434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5735  -16.2597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741  -17.0847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2876  -15.8467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462  -16.2338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8586  -15.8176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504  -17.0587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
 12 13  2  0
 13  8  1  0
  1  2  2  0
  5  7  1  0
  3  4  2  0
 14 15  2  0
 14 16  1  0
  6 14  1  0
  7  8  1  0
  8  9  2  0
 17 18  2  0
 17 19  1  0
 13 17  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
 20 21  2  0
 20 22  1  0
  2 20  1  0
 10 11  2  0
  5  6  2  0
 11 12  1  0
 23 24  2  0
 23 25  1  0
 11 23  1  0
M  CHG  8  14   1  16  -1  17   1  19  -1  20   1  22  -1  23   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA204688

   Sulfide, bis(2,4-dinitrophenyl)

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: 366.27

Molecular Weight (Monoisotopic): 365.9906

AlogP: 3.47

#Rotatable Bonds: 6

Polar Surface Area: 172.56

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.55

Np Likeness Score: -0.96

References

1. Andricopulo AD, Akoachere MB, Krogh R, Nickel C, McLeish MJ, Kenyon GL, Arscott LD, Williams CH, Davioud-Charvet E, Becker K..  (2006)  Specific inhibitors of Plasmodium falciparum thioredoxin reductase as potential antimalarial agents.,  16  (8): [PMID:16458512] [10.1016/j.bmcl.2006.01.027]

Source

Source(1):

• Scientific Literature