4,6-dinitrobenzene-1,2,3-triol

ID: ALA400737

Cas Number: 3264-71-9

PubChem CID: 4529307

Max Phase: Preclinical

Molecular Formula: C6H4N2O7

Molecular Weight: 216.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc([N+](=O)[O-])c(O)c(O)c1O

Standard InChI:  InChI=1S/C6H4N2O7/c9-4-2(7(12)13)1-3(8(14)15)5(10)6(4)11/h1,9-11H

Standard InChI Key:  JJPIRJNQXIJGPL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    3.7876   -4.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863   -5.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4982   -5.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2164   -5.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2132   -4.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4963   -3.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0738   -3.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923   -3.1573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246   -3.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9342   -5.6295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6472   -5.2170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9349   -6.4532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0709   -5.6320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0697   -6.4557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581   -5.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  6  8  1  0
  5  9  1  0
  4  5  1  0
  2  3  1  0
  5  6  2  0
 10 11  2  0
 10 12  1  0
  4 10  1  0
  6  1  1  0
  1  2  2  0
  1  7  1  0
 13 14  2  0
 13 15  1  0
  2 13  1  0
M  CHG  4  10   1  12  -1  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA400737

   4,6-Dinitropyrogallol

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: 216.10

Molecular Weight (Monoisotopic): 216.0019

AlogP: 0.62

#Rotatable Bonds: 2

Polar Surface Area: 146.97

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.73

CX Basic pKa: ┄

CX LogP: 0.94

CX LogD: -2.26

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.37

Np Likeness Score: -0.31

References

1. Ni N, Choudhary G, Li M, Wang B..  (2008)  Pyrogallol and its analogs can antagonize bacterial quorum sensing in Vibrio harveyi.,  18  (5): [PMID:18262415] [10.1016/j.bmcl.2008.01.081]

Source

Source(1):

• Scientific Literature