2,4-dinitro 1-(4-(trifluoromethyl)phenoxy)-benzene

ID: ALA4795563

PubChem CID: 21499889

Max Phase: Preclinical

Molecular Formula: C13H7F3N2O5

Molecular Weight: 328.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(Oc2ccc(C(F)(F)F)cc2)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C13H7F3N2O5/c14-13(15,16)8-1-4-10(5-2-8)23-12-6-3-9(17(19)20)7-11(12)18(21)22/h1-7H

Standard InChI Key:  ZJUZSGVSLWLTBM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   18.5767  -21.8949    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.7553  -21.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1639  -22.6068    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6160  -17.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6149  -18.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3270  -18.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0408  -18.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0380  -17.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3253  -16.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7533  -18.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7478  -16.9688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4571  -17.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7448  -16.1475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7546  -19.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0421  -19.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0430  -20.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7560  -21.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4654  -20.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4610  -19.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9059  -16.9679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9057  -16.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1941  -17.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0478  -22.3131    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  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
  7 10  1  0
 11 12  1  0
 11 13  2  0
  8 11  1  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  1  0
 20 22  2  0
  4 20  1  0
 17  2  1  0
  2 23  1  0
M  CHG  4  11   1  12  -1  20   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4795563

   2,4-Dinitro-1-[4-(trifluoromethyl)phenoxy]benzene

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: 328.20

Molecular Weight (Monoisotopic): 328.0307

AlogP: 4.31

#Rotatable Bonds: 4

Polar Surface Area: 95.51

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -1.35

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