2-(2-fluorophenyl)-2-[3-[4-(trifluoromethyl)phenyl]phenyl]ethanehydroxamic acid

ID: ALA5269131

Max Phase: Preclinical

Molecular Formula: C21H15F4NO2

Molecular Weight: 389.35

Names and Identifiers

Canonical SMILES:  O=C(NO)C(c1cccc(-c2ccc(C(F)(F)F)cc2)c1)c1ccccc1F

Standard InChI:  InChI=1S/C21H15F4NO2/c22-18-7-2-1-6-17(18)19(20(27)26-28)15-5-3-4-14(12-15)13-8-10-16(11-9-13)21(23,24)25/h1-12,19,28H,(H,26,27)

Standard InChI Key:  OCFQCWKQTHPOBR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    1.7621    1.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7471    2.7005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    1.4762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1909    1.9016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0553    1.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703    0.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408    1.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3738    1.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0857    1.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0857    2.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3755    3.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408    2.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8063   -0.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0993   -1.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802   -0.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3604    0.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3738    0.6253    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342   -1.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345   -1.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0472   -2.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7619   -1.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7635   -1.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518   -0.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4764   -2.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4764   -3.0994    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1909   -1.8618    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1909   -2.6869    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  1  0
  1  5  1  0
  5  6  1  0
  5  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
  7 12  1  0
 13  6  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
  6 17  1  0
  8 18  1  0
 16 19  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5269131

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.35

Molecular Weight (Monoisotopic): 389.1039

AlogP: 5.15

#Rotatable Bonds: 4

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.78

CX Basic pKa: ┄

CX LogP: 5.15

CX LogD: 5.13

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.37

Np Likeness Score: -0.90

References

1. Ahamad S, Bhat SA..  (2022)  The Emerging Landscape of Small-Molecule Therapeutics for the Treatment of Huntington's Disease.,  65  (24.0): [PMID:36490325] [10.1021/acs.jmedchem.2c00799]

Source

Source(1):

• Scientific Literature