N-methyl-2-(3-nitro-1H-1,2,4-triazol-1-yl)-N-(4-(trifluoromethyl)phenyl)acetamide

ID: ALA4755856

PubChem CID: 162534606

Max Phase: Preclinical

Molecular Formula: C12H10F3N5O3

Molecular Weight: 329.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C(=O)Cn1cnc([N+](=O)[O-])n1)c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C12H10F3N5O3/c1-18(9-4-2-8(3-5-9)12(13,14)15)10(21)6-19-7-16-11(17-19)20(22)23/h2-5,7H,6H2,1H3

Standard InChI Key:  LQOSVEYYDCNIQM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    3.0775  -10.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764  -11.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844  -12.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4941  -11.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4912  -10.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7826  -10.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1974  -10.3819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066  -10.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1943   -9.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9097  -11.6050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6128  -10.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220  -10.7825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4129  -11.5942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2129  -11.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6188  -11.0518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0696  -10.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5486  -12.5075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3616  -12.5898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0707  -13.1704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3683  -12.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609  -11.6152    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677  -12.8416    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6550  -12.4271    0.0000 F   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
 17 18  2  0
 17 19  1  0
 14 17  1  0
  2 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4755856

   ---

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: 329.24

Molecular Weight (Monoisotopic): 329.0736

AlogP: 1.87

#Rotatable Bonds: 4

Polar Surface Area: 94.16

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -2.30

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