N-(2,4-difluorophenyl)-2,4-dinitroaniline

ID: ALA4782805

PubChem CID: 4763892

Max Phase: Preclinical

Molecular Formula: C12H7F2N3O4

Molecular Weight: 295.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(Nc2ccc(F)cc2F)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C12H7F2N3O4/c13-7-1-3-10(9(14)5-7)15-11-4-2-8(16(18)19)6-12(11)17(20)21/h1-6,15H

Standard InChI Key:  JYYDUTSNVQBJGB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    9.0496  -25.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0484  -26.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7565  -27.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4662  -26.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4633  -25.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7547  -25.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1745  -27.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1690  -25.3636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8783  -25.7695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1660  -24.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1758  -27.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4674  -28.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4683  -29.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1772  -29.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8866  -29.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8822  -28.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3436  -25.3627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3434  -24.5455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6360  -25.7715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5879  -27.8099    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1796  -30.2683    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  8  9  1  0
  8 10  2  0
  5  8  1  0
  7 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  1  0
 17 19  2  0
  1 17  1  0
 16 20  1  0
 14 21  1  0
M  CHG  4   8   1   9  -1  17   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4782805

   N-(2,4-difluorophenyl)-2,4-dinitroaniline

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 295.20

Molecular Weight (Monoisotopic): 295.0405

AlogP: 3.52

#Rotatable Bonds: 4

Polar Surface Area: 98.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.67

CX Basic pKa: ┄

CX LogP: 4.88

CX LogD: 4.88

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.92

References

1. Makley LN,Johnson OT,Ghanakota P,Rauch JN,Osborn D,Wu TS,Cierpicki T,Carlson HA,Gestwicki JE.  (2021)  Chemical validation of a druggable site on Hsp27/HSPB1 using in silico solvent mapping and biophysical methods.,  34  [PMID:33549906] [10.1016/j.bmc.2020.115990]

Source

Source(1):

• Scientific Literature