bis(2-nitro-4-(trifluoromethyl)phenyl)sulfane

ID: ALA204687

Cas Number: 365-55-9

PubChem CID: 236554

Max Phase: Preclinical

Molecular Formula: C14H6F6N2O4S

Molecular Weight: 412.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(C(F)(F)F)ccc1Sc1ccc(C(F)(F)F)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H6F6N2O4S/c15-13(16,17)7-1-3-11(9(5-7)21(23)24)27-12-4-2-8(14(18,19)20)6-10(12)22(25)26/h1-6H

Standard InChI Key:  JZOKZEROYRPYIF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    8.8861   -8.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8849   -9.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5997  -10.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3162   -9.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3133   -8.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5979   -8.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0262   -8.3561    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.7422   -8.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7420   -9.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4572   -9.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1711   -9.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1653   -8.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4495   -8.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5939   -7.5314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8782   -7.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3072   -7.1168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4428   -7.5207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7246   -7.1146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1535   -7.1018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1701  -10.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500  -10.4208    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.5789  -10.7309    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7631   -9.2967    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8876   -9.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6000  -10.4042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.2987   -9.2766    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.4783  -10.7082    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
  2 20  1  0
  9 10  1  0
 20 21  1  0
  2  3  1  0
 20 22  1  0
 10 11  2  0
 20 23  1  0
  5  6  2  0
 11 24  1  0
 11 12  1  0
 24 25  1  0
  6  1  1  0
 24 26  1  0
 12 13  2  0
 24 27  1  0
M  CHG  4  14   1  16  -1  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA204687

   2-Nitro-1-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-4-(trifluoromethyl)benzene

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: 412.27

Molecular Weight (Monoisotopic): 411.9952

AlogP: 5.69

#Rotatable Bonds: 4

Polar Surface Area: 86.28

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.80

CX LogD: 5.80

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.37

Np Likeness Score: -1.12

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