N-(4-(1-(Hydroxyimino)ethylphenyl)-2-(5-amino-3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)acetamide

ID: ALA4280192

PubChem CID: 145979659

Max Phase: Preclinical

Molecular Formula: C13H13F3N6O2

Molecular Weight: 342.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N/O)c1ccc(NC(=O)Cn2nc(C(F)(F)F)nc2N)cc1

Standard InChI:  InChI=1S/C13H13F3N6O2/c1-7(21-24)8-2-4-9(5-3-8)18-10(23)6-22-12(17)19-11(20-22)13(14,15)16/h2-5,24H,6H2,1H3,(H,18,23)(H2,17,19,20)/b21-7-

Standard InChI Key:  KMGDJOXFBRZGHB-YXSASFKJSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    3.7255  -11.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243  -12.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4324  -12.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1420  -12.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1392  -11.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4306  -10.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0177  -10.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0175  -10.1449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3101  -11.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8504  -12.5970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5574  -12.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2658  -12.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5562  -11.3701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9729  -12.1851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7174  -12.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2632  -11.9052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8535  -11.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0545  -11.3694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8893  -13.3122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1846  -10.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9972  -10.3642    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7032   -9.7907    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5876   -9.7403    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7251   -9.7361    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
  1  7  1  0
  7  8  2  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 15 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
  8 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4280192

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 342.28

Molecular Weight (Monoisotopic): 342.1052

AlogP: 1.72

#Rotatable Bonds: 4

Polar Surface Area: 118.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.64

CX Basic pKa: 2.25

CX LogP: 1.63

CX LogD: 1.44

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.44

Np Likeness Score: -1.83

References

1. El-Sherief HAM, Youssif BGM, Abbas Bukhari SN, Abdelazeem AH, Abdel-Aziz M, Abdel-Rahman HM..  (2018)  Synthesis, anticancer activity and molecular modeling studies of 1,2,4-triazole derivatives as EGFR inhibitors.,  156  [PMID:30055463] [10.1016/j.ejmech.2018.07.024]

Source

Source(1):

• Scientific Literature