(E)-2-((methoxyimino)(1-methyl-1H-imidazol-2-yl)methyl)benzaldehyde O-1-p-tolylethyl oxime

ID: ALA2286173

PubChem CID: 76327299

Max Phase: Preclinical

Molecular Formula: C22H24N4O2

Molecular Weight: 376.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\c1ccccc1/C=N/OC(C)c1ccc(C)cc1)c1nccn1C

Standard InChI:  InChI=1S/C22H24N4O2/c1-16-9-11-18(12-10-16)17(2)28-24-15-19-7-5-6-8-20(19)21(25-27-4)22-23-13-14-26(22)3/h5-15,17H,1-4H3/b24-15+,25-21+

Standard InChI Key:  MXONLJIZBLHSAL-GFUUNDCYSA-N

Molfile:  

     RDKit          2D

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   15.9359  -28.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9347  -29.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6495  -30.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3660  -29.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3631  -28.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6477  -28.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0760  -28.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7520  -28.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0729  -27.5891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3569  -27.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3538  -26.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7686  -29.7094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5586  -29.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0309  -29.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5311  -28.6149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1106  -30.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6453  -27.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9296  -27.1849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9271  -26.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2114  -25.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2090  -25.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4982  -26.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7859  -25.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0731  -26.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0751  -27.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7958  -27.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5056  -27.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3625  -27.6050    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
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 12 13  1  0
  8 12  1  0
 13 14  2  0
 14 15  1  0
 15  8  2  0
 12 16  1  0
  6 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286173

   (E)-N-methoxy-1-(1-methylimidazol-2-yl)-1-[2-[(E)-1-(4-methylphenyl)ethoxyiminomethyl]phenyl]methanimine

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: 376.46

Molecular Weight (Monoisotopic): 376.1899

AlogP: 4.24

#Rotatable Bonds: 7

Polar Surface Area: 61.00

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.62

CX LogP: 5.06

CX LogD: 5.06

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -1.11

References

1. KAI H, NAKAI T, TOMIDA M, KUMANO K, ICHIBA T.  (2001)  Synthesis and Fungicidal Activities of 2-(-Methoxyiminobenzyl)-1-methylimidazole Derivatives,  26  (2): [10.1584/jpestics.26.169]

Source

Source(1):

• Scientific Literature