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

ID: ALA4294910

PubChem CID: 145993902

Max Phase: Preclinical

Molecular Formula: C21H24N6O5

Molecular Weight: 440.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2nc(N)n(CC(=O)Nc3ccc(/C(C)=N\O)cc3)n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H24N6O5/c1-12(26-29)13-5-7-15(8-6-13)23-18(28)11-27-21(22)24-20(25-27)14-9-16(30-2)19(32-4)17(10-14)31-3/h5-10,29H,11H2,1-4H3,(H,23,28)(H2,22,24,25)/b26-12-

Standard InChI Key:  RSGQXORKEJMWGN-ZRGSRPPYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   33.4168  -12.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4156  -13.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1237  -13.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8333  -13.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8305  -12.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1219  -12.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7089  -12.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7088  -11.4160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0013  -12.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5417  -13.8682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2487  -13.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9571  -13.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2474  -12.6413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6641  -13.4563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4086  -13.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9545  -13.1764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5448  -12.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7457  -12.6405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5806  -14.5834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8759  -11.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6892  -11.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0203  -10.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5387  -10.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7222  -10.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3948  -11.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4164  -11.0073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8329  -10.8070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8689   -9.4846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2385   -9.6633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5670   -8.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6814   -9.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3140  -11.4676    0.0000 C   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  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  8 26  1  0
 22 27  1  0
 23 28  1  0
 24 29  1  0
 29 30  1  0
 28 31  1  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4294910

   ---

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: 440.46

Molecular Weight (Monoisotopic): 440.1808

AlogP: 2.39

#Rotatable Bonds: 8

Polar Surface Area: 146.11

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.64

CX Basic pKa: 3.58

CX LogP: 1.82

CX LogD: 1.63

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: -1.15

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