N-methyl-2-(2-nitro-1H-imidazol-1-yl)-N-(4-(trifluoromethyl)phenyl)acetamide

ID: ALA4743037

PubChem CID: 162534607

Max Phase: Preclinical

Molecular Formula: C13H11F3N4O3

Molecular Weight: 328.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C(=O)Cn1ccnc1[N+](=O)[O-])c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C13H11F3N4O3/c1-18(10-4-2-9(3-5-10)13(14,15)16)11(21)8-19-7-6-17-12(19)20(22)23/h2-7H,8H2,1H3

Standard InChI Key:  PAGVFNILEJANAP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   27.4116  -11.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4105  -12.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1185  -13.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8282  -12.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8254  -11.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1167  -11.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5315  -11.3931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2408  -11.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5285  -10.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2439  -12.6162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9469  -11.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6562  -11.7937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7470  -12.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5470  -12.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9530  -12.0630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4038  -11.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7025  -13.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9951  -12.6264    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.7018  -13.8527    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.9892  -13.4383    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.5695  -10.6547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9602  -10.1101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3458  -10.3994    0.0000 O   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
  5  7  1  0
  7  8  1  0
  7  9  1  0
  8 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
  2 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 21 22  2  0
 21 23  1  0
 16 21  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4743037

   ---

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: 328.25

Molecular Weight (Monoisotopic): 328.0783

AlogP: 2.47

#Rotatable Bonds: 4

Polar Surface Area: 81.27

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.20

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: -1.67

References

1. Papadopoulou MV,Bloomer WD,Rosenzweig HS,Wilkinson SR,Szular J,Kaiser M.  (2016)  Nitrotriazole-based acetamides and propanamides with broad spectrum antitrypanosomal activity.,  123  [PMID:27543881] [10.1016/j.ejmech.2016.08.002]

Source

Source(1):

• Scientific Literature