(S)-2,6-Difluoro-3-[(2-{[3-(trifluoromethyl)phenyl]amino}pentyl)-oxy]benzamide

ID: ALA5089927

PubChem CID: 166635393

Max Phase: Preclinical

Molecular Formula: C19H19F5N2O2

Molecular Weight: 402.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC[C@@H](COc1ccc(F)c(C(N)=O)c1F)Nc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C19H19F5N2O2/c1-2-4-13(26-12-6-3-5-11(9-12)19(22,23)24)10-28-15-8-7-14(20)16(17(15)21)18(25)27/h3,5-9,13,26H,2,4,10H2,1H3,(H2,25,27)/t13-/m0/s1

Standard InChI Key:  ZDQMKFRLFDWUNG-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   18.9204  -22.9058    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.3370  -23.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7494  -22.9033    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.2057  -24.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2022  -24.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9165  -25.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6313  -24.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6274  -24.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9125  -23.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0563  -24.0346    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.2026  -22.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2014  -23.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9162  -24.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6327  -23.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6298  -22.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9144  -22.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9120  -21.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6252  -21.1640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1963  -21.1682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3477  -24.0546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0616  -23.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3427  -22.3975    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.4880  -22.4040    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.7767  -24.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4905  -23.6388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7780  -24.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0642  -25.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0655  -26.1160    0.0000 C   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
  8  2  1  0
  2 10  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
 16 17  1  0
 17 18  1  0
 17 19  2  0
 14 20  1  0
 20 21  1  0
 15 22  1  0
 11 23  1  0
 21 24  1  0
 24 25  1  0
 25  4  1  0
 24 26  1  1
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5089927

   ---

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: 402.36

Molecular Weight (Monoisotopic): 402.1367

AlogP: 4.74

#Rotatable Bonds: 8

Polar Surface Area: 64.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.97

CX Basic pKa: 3.66

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: -1.20

References

1. Huecas S, Araújo-Bazán L, Ruiz FM, Ruiz-Ávila LB, Martínez RF, Escobar-Peña A, Artola M, Vázquez-Villa H, Martín-Fontecha M, Fernández-Tornero C, López-Rodríguez ML, Andreu JM..  (2021)  Targeting the FtsZ Allosteric Binding Site with a Novel Fluorescence Polarization Screen, Cytological and Structural Approaches for Antibacterial Discovery.,  64  (9.0): [PMID:33908781] [10.1021/acs.jmedchem.0c02207]

Source

Source(1):

• Scientific Literature