4,4'-sulfonylbis(2,6-dinitrophenol)

ID: ALA3343824

PubChem CID: 3089804

Max Phase: Preclinical

Molecular Formula: C12H6N4O12S

Molecular Weight: 430.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(S(=O)(=O)c2cc([N+](=O)[O-])c(O)c([N+](=O)[O-])c2)cc([N+](=O)[O-])c1O

Standard InChI:  InChI=1S/C12H6N4O12S/c17-11-7(13(19)20)1-5(2-8(11)14(21)22)29(27,28)6-3-9(15(23)24)12(18)10(4-6)16(25)26/h1-4,17-18H

Standard InChI Key:  NYUQRXIIWRWVSM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
    3.1746  -13.3162    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7600  -12.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496  -13.3187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4652  -14.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641  -15.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1789  -15.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8953  -15.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8924  -14.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1770  -14.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1786  -16.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6128  -15.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3267  -15.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6141  -16.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473  -15.7970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467  -16.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332  -15.3840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8879  -12.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6014  -13.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3141  -12.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3121  -12.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5914  -11.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8816  -12.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0248  -11.6589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0317  -13.3136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7452  -12.8993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338  -14.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5844  -10.8359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674  -10.4282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963  -10.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  6 10  1  0
  9  1  1  0
 11 12  2  0
 11 13  1  0
  7 11  1  0
 14 15  2  0
 14 16  1  0
  5 14  1  0
  1 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 24 25  2  0
 24 26  1  0
 19 24  1  0
 27 28  2  0
 27 29  1  0
 21 27  1  0
M  CHG  8  11   1  13  -1  14   1  16  -1  24   1  26  -1  27   1  29  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3343824

   4-(4-Hydroxy-3,5-dinitrobenzenesulfonyl)-2,6-dinitrophenol

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: 430.26

Molecular Weight (Monoisotopic): 429.9703

AlogP: 1.56

#Rotatable Bonds: 6

Polar Surface Area: 247.16

Molecular Species: ACID

HBA: 12

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 16

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.62

CX Basic pKa: ┄

CX LogP: 2.08

CX LogD: -1.54

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -0.57

References

1. Meneely KM, Luo Q, Riley AP, Taylor B, Roy A, Stein RL, Prisinzano TE, Lamb AL..  (2014)  Expanding the results of a high throughput screen against an isochorismate-pyruvate lyase to enzymes of a similar scaffold or mechanism.,  22  (21): [PMID:25282647] [10.1016/j.bmc.2014.09.010]

Source

Source(1):

• Scientific Literature