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

ID: ALA5085404

PubChem CID: 166634198

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-/m1/s1

Standard InChI Key:  ZDQMKFRLFDWUNG-CYBMUJFWSA-N

Molfile:  

 
     RDKit          2D

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    8.9955  -23.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4078  -22.9949    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8641  -24.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8607  -24.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750  -25.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2897  -24.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2858  -24.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5709  -23.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7147  -24.1262    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611  -22.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8599  -23.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5747  -24.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911  -23.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2883  -22.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5729  -22.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5704  -21.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2836  -21.2556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8547  -21.2598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063  -24.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7200  -23.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0011  -22.4891    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1464  -22.4956    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4352  -24.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1489  -23.7303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4365  -24.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7226  -25.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7239  -26.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  2  1  0
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 14 20  1  0
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 15 22  1  0
 11 23  1  0
 21 24  1  0
 24 25  1  0
 25  4  1  0
 24 26  1  6
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5085404

   ---

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