1,3-dinitro-5-(trifluoromethyl)benzene

ID: ALA380842

Cas Number: 401-99-0

PubChem CID: 123060

Product Number: D102114, Order Now?

Max Phase: Preclinical

Molecular Formula: C7H3F3N2O4

Molecular Weight: 236.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc([N+](=O)[O-])cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C7H3F3N2O4/c8-7(9,10)4-1-5(11(13)14)3-6(2-4)12(15)16/h1-3H

Standard InChI Key:  QZADIXWDDVQVKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -3.3886   -8.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3898   -9.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6751   -9.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9586   -9.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9615   -8.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769   -8.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0999   -8.1724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8142   -8.5849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000   -7.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6732  -10.6563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589  -11.0690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3877  -11.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2487   -8.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375   -7.7493    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318   -8.8798    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657   -7.4562    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  7  9  1  0
  1  7  1  0
  4  5  1  0
  2  3  1  0
  5  6  2  0
 10 11  2  0
 10 12  1  0
  3 10  1  0
  6  1  1  0
  5 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 13 15  1  0
 13 16  1  0
M  CHG  4   7   1   9  -1  10   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA380842

   3,5-Dinitrobenzotrifluoride

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: 236.10

Molecular Weight (Monoisotopic): 236.0045

AlogP: 2.52

#Rotatable Bonds: 2

Polar Surface Area: 86.28

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.58

Np Likeness Score: -1.23

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