2-amino-N-[3-(trifluoromethoxy)phenyl]acetamide

ID: ALA4758755

PubChem CID: 24692644

Max Phase: Preclinical

Molecular Formula: C9H9F3N2O2

Molecular Weight: 234.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCC(=O)Nc1cccc(OC(F)(F)F)c1

Standard InChI:  InChI=1S/C9H9F3N2O2/c10-9(11,12)16-7-3-1-2-6(4-7)14-8(15)5-13/h1-4H,5,13H2,(H,14,15)

Standard InChI Key:  BZQGZAVHPZXJBL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    3.4077   -1.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4065   -2.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146   -2.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8242   -2.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8214   -1.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128   -0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985   -2.4987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9911   -2.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2831   -2.4976    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9918   -1.2724    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -1.6798    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5326   -2.4977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2397   -2.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9480   -2.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2384   -1.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9493   -3.3127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758755

   N-[3-(trifluoromethoxy)phenyl]glycinamide

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: 234.18

Molecular Weight (Monoisotopic): 234.0616

AlogP: 1.48

#Rotatable Bonds: 3

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: 13.10

CX Basic pKa: 7.98

CX LogP: 1.72

CX LogD: 1.04

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.83

Np Likeness Score: -1.75

References

1. Yamada Y,Takashima H,Walmsley DL,Ushiyama F,Matsuda Y,Kanazawa H,Yamaguchi-Sasaki T,Tanaka-Yamamoto N,Yamagishi J,Kurimoto-Tsuruta R,Ogata Y,Ohtake N,Angove H,Baker L,Harris R,Macias A,Robertson A,Surgenor A,Watanabe H,Nakano K,Mima M,Iwamoto K,Okada A,Takata I,Hitaka K,Tanaka A,Fujita K,Sugiyama H,Hubbard RE.  (2020)  Fragment-Based Discovery of Novel Non-Hydroxamate LpxC Inhibitors with Antibacterial Activity.,  63  (23): [PMID:33210531] [10.1021/acs.jmedchem.0c01215]

2. de Esch IJP, Erlanson DA, Jahnke W, Johnson CN, Walsh L..  (2022)  Fragment-to-Lead Medicinal Chemistry Publications in 2020.,  65  (1.0): [PMID:34928151] [10.1021/acs.jmedchem.1c01803]

Source

Source(1):

• Scientific Literature