3-{3-(Dimethylamino)-1-[3-(trifluoromethyl)phenyl]propoxy}-2,6-difluorobenzamide

ID: ALA5091172

PubChem CID: 166634379

Max Phase: Preclinical

Molecular Formula: C19H19F5N2O2

Molecular Weight: 402.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCC(Oc1ccc(F)c(C(N)=O)c1F)c1cccc(C(F)(F)F)c1

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

Standard InChI Key:  UAPOPCOQOUQATK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   17.5498  -16.7706    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.9664  -17.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3787  -16.7681    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.2609  -16.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2598  -17.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9745  -17.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6910  -17.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6881  -16.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9727  -16.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9703  -15.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6835  -15.0265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2546  -15.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4061  -17.9171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1199  -17.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8350  -17.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8316  -18.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5459  -19.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2607  -18.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2567  -17.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5420  -17.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4010  -16.2601    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5463  -16.2665    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.6856  -17.8994    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.1186  -16.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8324  -16.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8311  -15.4399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5450  -15.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1160  -15.0285    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
  9 10  1  0
 10 11  1  0
 10 12  2  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  8 21  1  0
  4 22  1  0
 19  2  1  0
  2 23  1  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091172

   ---

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: 4.15

#Rotatable Bonds: 7

Polar Surface Area: 55.56

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.97

CX Basic pKa: 9.02

CX LogP: 3.69

CX LogD: 2.07

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -1.03

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